Category: 628-77-3

Reference of 628-77-3, These common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 1: To a dry, nitrogen purged flask was charged with compound 2-1 (26.5 g, 0.1 mol,1.0 eq), compound 1-3 (17.8 g, 0.1 mol, 1.0 eq), potassium t-butoxide (13.4 g, 0.12 mol, 1.2 eq),anhydrous THF (450 ml).The mixture was stirred at 50 & lt; 0 & gt; C for 16 hrs.Add excess ammonium acetate, acetic acid.The mixture was refluxed for 16 hrs.After cooling to room temperature, the reaction solution was spin dried,and 600 ml of deionized water and 600 ml of ethyl acetatewere added to the residueand then stirred at 30 C for 30 mins.The organic phase was separated from the aqueous phasewhile the organic phase was washed three times with water (600 ml) and washed with saturated brine three times (600 ml).The organic phase wasdriedoveranhydrous sodium sulfate and filtered to dryness.The resulting crude product was purified by column chromatography usingethyl acetate / petroleum ether (1: 5 by volume) as a mobile phaseand vacuum dried at 50 C to give the first intermediate of the compound.The resulting intermediate intermediate 1-3 (37.9 g, 0.1 mol, 1.0 eq),compound 2-2 (71.3 g, 0.22 mol, 2.2 eq), potassium tert- 24.6 g, 0.22 mol, 2.2 eq), anhydrousTHF (250 mL).The mixture was stirred under nitrogen at 50 C for 16 hrs.After cooling to room temperature, thereaction solution was spin dried, and 600 ml of deionized water and 600 ml of ethyl acetate were added to the residue and thenstirredat 30 Cfor 30 mins.The organic phase was separated from the aqueous phase while the organic phase was washed three times with water (600 ml)and washedwith saturatedbrine three times (600 ml).The organic phase was dried over anhydrous sodium sulfate and filtered to dryness.Residue with ethylacetate / petroleum ether (volume ratio of 1: 6) as mobile phase The resultant crude product was purified by column chromatography at 50 deg.] Cto give compound 2-3 (35.4g after drying in vacuo to yield 79.02 %).

The synthetic route of 628-77-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Hehui Optoelectric Co., Ltd.; Yan Liangliang; Gong Zhihao; Li Weimeng; (14 pag.)CN106939024; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 628-77-3, name is 1,5-Diiodopentane, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 628-77-3, Computed Properties of C5H10I2

Synthesis of Compound 59.1 [0424] To a solution of tert-butyl 2-(hydroxymethyl)pyrrolidine-l -carboxylate (1.0 g, 4.9 mmol, 1.0 eq) in MeCN (50 mL) were added NaOH (0.39 g, 9.8 mmol, 2.0 eq) and 1, 5- diiodopentane (3.2 g, 9.9 mmol, 2.0 eq). The reaction mixture was stirred at room temperature for 48 h and concentrated under reduced pressure. The residue was diluted with ethyl acetate (100 mL), washed with H20 (100 mL) and brine (50 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column (PE : EA = 5 : 1) to give 59.1 (0.7 g, Y: 36%) as a yellow oil. 1H NMR (400 MHz, CDC13) delta: 3.96-3.92 (m, 1H), 3.54-3.51 (m, 1H), 3.48-3.39 (m, 2H), 3.33-3.32 (m, 3H), 3.19 (t, J = 6.8 Hz, 2H), 2.31-2.19 (m, 1H), 1.95-1.76 (m, 6H), 1.60-1.50 (m, 3H), 1.46 (s, 9H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,5-Diiodopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOGEN IDEC MA INC.; JENKINS, Tracy; VESSELS, Jeffery; WO2014/143672; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 628-77-3, name is 1,5-Diiodopentane, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 628-77-3, Computed Properties of C5H10I2

Intermediate 3 was prepared by a similar procedure from intermediate 1 (500 mg, 1.1 mmol), 1 ,5-diiodopentane (1.1 g, 0.5 ml, 3.3 mmol), 1 M aqueous sodium hydroxide (3 ml, 3 mmol), tetra-n-butylammonium iodide (45 mg, 0.12 mmol) and water (3 ml). Purification was achieved via column chromatography (loaded onto diatomaceous earth) using 0-14% step gradient of EtOAc in cyclohexane (2% steps ) as eluent, followed by EPO 100% cyclohexane, followed by 30% EtOAc in cyclohexane to afford the product as a colorless gum.Yield: 324 mg (46%)LC-MS (Method 3): Rt 4.79 min, m/z 642 [MH+]

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,5-Diiodopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARGENTA DISCOVERY LTD.; WO2007/42815; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 628-77-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 628-77-3, name is 1,5-Diiodopentane, This compound has unique chemical properties. The synthetic route is as follows.

Example 15 (n=5); (a) 1, 1″- [ (Pentane-1, 5-diyl) dioxyjbisf (11S, llaS)-10- (tert- butyloxycarbonyl)-7-methoxy-11- (tetrahydro-pyran-2-yloxy)- 1, 2, 3, 10, 11, 11a-hexahydro-5H-pyrrolo [2, 1-c] [1, 4] benzodiazepine-5- one] (15c); 1,5-Diiodopentane (72.2 mg, 0.22 mmol, 0.5 equiv) was added to the mixture of monomer 14 (0.2 g, 0.44 mmol, 1.0 equiv) and potassium carbonate (0.98 mmol, 2.2 equiv) in dry DMF (30 mL), and the resulting mixture was heated to 90C under a nitrogen atmosphere for 5 h. Removal of excess solvent under reduced pressure afforded a crude solid, which was subjected to flash column chromatography (SiO2, 50% EtOAc-hexane) to afford the dimerized compound 15c (212 mg, 0.21 mmol, 98% yield, mixture of diastereomers from THP protecting group) as a solid: [a] 20D = +40 (c = 0.22, CHCl3) ; 1H NMR (CDC13, 400 MHz) : 5 1. 21-1. 83 (m, 64H, 14-H, Boc, THP), 1. 88-2. 18 (m, 24H, 1-H, 2-H, 13-H), 3.41-3. 73 (m, 16H, 3-H, 11a-H, THP), 3.84-4. 10 (m, 24H, 12-H, 7-OMe, THP), 4.97-5. 15 (m, 4H, THP), 5.66-5. 75 (d, 2H, 11-H), 5.77-5. 89 (d, 2H, 11-H), 6.50 (s, 2H, 9- H), 6.84 (s, 2H, 9-H), 7.17 (s, 2H, 6-H), 7.21 (s, 2H, 6-H); 13C NMR (CDCl3, 400 MHz): 6 19.9, 20.5, 21.0, 22.7, 23. 1, 23.3, 25.3, 28. 1, 28.2, 28.9, 29.1, 31.0, 31.3, 46.3, 56.0, 56.1, 60.0, 60.1, 63.4, 64.6, 68.7, 69. 0, 80. 9, 81. 3, 88.2, 91.2, 95.7, 100.4, 110.2, 110.7, 114.5, 115.0, 126.3, 129. 7, 129. 8, 148.5, 148.8, 150.0, 155.1, 167.4, 167.6 ; IR (neat): 3431,2945, 1704, 1643, 1604,1513, 1453, 1432, 1327,1271, 1202,1163, 1023cm-1 ; MS (FAB) m/z (relative intensity) 987 ([M + Na]+., 37), 965 (M +., 100), 763 (92), 863 (75), 982 (49).

The chemical industry reduces the impact on the environment during synthesis 1,5-Diiodopentane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SPIROGEN LIMITED; WO2005/85259; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 628-77-3, A common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, molecular formula is C5H10I2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A dry argon-flushed flask was charged with 2 (302 mg,1 mmol) and anhydrous THF (18 ml). The solution wascooled to 0 C and n-BuLi (1.18 ml, 2 mmol, 1.7 M solutionin THF) was added dropwise over 10 min and the reactionmixture was stirred for 1 h. In a second flask 1,5-diiodopentaneor 1,10-diiododecane (6 mmol) was dissolved in 3 mlof dry THF and added to the solution of lithiated speciesvia a cannula. The reaction mixture was allowed to reachroom temperature and was stirred for 3 h before quenchedwith a saturated solution of NH4Cl(30 ml). The aqueouslayer was extracted with hexane (3 × 25 ml). The combinedorganic layers were washed with brine (1 × 50 ml), water(1 × 50 ml), dried over MgSO4and filtered. Solvents wereevaporated under reduced pressure and the crude reactionmixture was purified by column chromatography on silicagel using hexane:EtOAc as the mobile phase with a gradientelution mixture (20:1, 10:1, 5:1).

The synthetic route of 628-77-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Luka?ek, Jan; ?ezankova, Marketa; Stibor, Ivan; ?ezanka, Michal; Journal of Inclusion Phenomena and Macrocyclic Chemistry; vol. 92; 3-4; (2018); p. 339 – 346;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, molecular formula is C5H10I2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 628-77-3

The tetra-TTF calix[4]pyrroles 2a-i (porphyrinogen derivatives of the present invention) were synthesized as shown in Schemes 3-1 1. Treating the monopyrroIo-TTF derivatives 1a- i with an excess of TFA and in the presence or absence of tetrabutylamonium fluoride (TBAF), tetrabutySarnonium chloride (TBACI), or tetrabutylamonium bromide (TBABr) in a mixture of CH2CI2 and Me2CO gave the tetra-TTF ca I ix[4] pyrroles 2a-i as yellow compounds in 13-55% yields. The tetra-TTF calix[4]pyrroles 2a-i were fully characterized by traditional techniques. The required monopyrrolo-TTF derivatives 1a-b were prepared according to the literature procedures (Hansen et a/ J Mater. Chem, 2004, 14, 179-184 and Jeppesen ef a/. J Org Chem. 2000, 65, 5794-5805), whereas the monopyrroio-TTF derivatives 1c- i were prepared as illustrated in Schemes 12-18.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 628-77-3, its application will become more common.

Reference:
Patent; SYDDANSK UNIVERSITET; WO2007/132430; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 628-77-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 628-77-3 name is 1,5-Diiodopentane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Diiodopentane (0.63 mL, 4.21 mmol, 5 eq) and potassium carbonate (116 mg, 0.84 mmol, Ieq) were added to a solution of phenol 64 (400 mg, 0.84 mmol) in acetone (4 mL, dried overmolecular sieves). The reaction mixture was then warmed to 60C and stirred for 6 hours. Acetone was removed by rotary evaporation under reduced pressure. The resulting residue was subjected to flash column chromatography (silica gel; 50/50, v/v, hexane/ethyl acetate,). Pure fractions were collected and combined and excess eluent was removed to provide 15in 90% yield. LC/MS, 3.90 mm (ES+) m/z (relative intensity)670.91 ([M], 100). 1H NMR (400MHz, CDCI3) 5 7.23 (s, I H), 6.69 (s, I H), 6.60 (s, I H), 5.87 (d, J = 8.8 Hz, I H), 5.83 – 5.68(m, J = 5.6 Hz, I H), 5.15 – 5.01 (m, 2H), 4.67 -4.58 (m, I H), 4.45 – 4.35 (m, I H), 4.04 – 3.93(m, 2H), 3.91 (s, 3H), 3.73 (td, J= 10.0, 3.8 Hz, IH), 3.25-3.14 (m, J= 8.5, 7.0 Hz,2H), 2.92 (dd, J= 16.8, 10.3 Hz, IH), 2.38 (d, J= 16.8 Hz, IH), 1.95-1.81 (m, 4H), 1.77 (s,3H), 1.64-1.49 (m, 2H), 0.88 (s, 9H), 0.25 (s, 3H), 0.23 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,5-Diiodopentane, and friends who are interested can also refer to it.

Reference:
Patent; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius, Hendrikus, Cornelis; WO2015/52535; (2015); A1;; ; Patent; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius Hendrikus Cornelis; WO2015/52534; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 628-77-3,Some common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, molecular formula is C5H10I2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 141:(S)-1 -(1 -(4-bromophenyl)ethyl)piperidineTo a solution of (S)-i -(4-bromophenyl)ethanamine (1 .439 mL, 10.00 mmol) in DMF, were added potassium carbonate (4.14 g, 30.0 mmol) and 1,5-di- iodopentane (2.98 mL, 19.99 mmol). The reaction mixture was heated at 90 C in DMF for 16 h. The reaction mixture was concentrated, the product was extractedwith ethyl acetate and purification was done using column chromatography (silica gel, 30 % CHCI3 in DCM) to yield the title compound.Yield: 2 g (74.6%); 1H NMR (DMSO-d6, 300 MHz): 6 7.4 – 7.6 (d, 2H), 7.1 – 7.3 (d, 2H), 3.2 – 3.3 (m, 1 H), 2.1 – 2.4 (m, 4H), 1.4 – 1.5 (m, 4H), 1.3 – 1.4 (m,2H), 1.1 – 1.2 (m, 3H); MS (ESl+): m/z 269 [M+H] HPLC Purity: 96.30 %.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,5-Diiodopentane, its application will become more common.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; ROYCHOWDHURY, Abhijit; SHARMA, Rajiv; GUPTE, Amol; KANDRE, Shivaji; GADEKAR, Pradip, Keshavrao; CHAVAN, Sambhaji; JADHAV, Ravindra, Dnyandev; THAKRE, Gajanan, Amrutrao; BAJAJ, Komal; JANRAO, Ravindra, Ashok; DEHADE, Amol; GAIKWAD, Nitin; KADAM, Kishorkumar; MORE, Tulsidas, Sitaram; GUHA, Tandra; SEELABOYINA, Balapadmasree; SABLE, Vikas, Vasant; WO2015/110999; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 628-77-3, These common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solution of oxindole (25 g, 0.19 mol) in anhydrous tetrahydrofuran (800 cm3) was cooled to -20 C. then n-butyllithium (2.5M in hexanes, 152 cm3, 0.38 mol) was added slowly followed by N,N,N’,N’-tetramethylethylenediamine (51 cm3, 0.38 mol,).. After 15 min. 1,5-dilodopentane (174 g, 0.54 mol) was added slowly and the mixture was allowed to warm to room temperature.. After stirring for 16 h. saturated aqueous ammonium chloride solution (1L) and EtOAc (1L) were added.. After 15 min., the layers were separated and the aqueous phase was extracted with EtOAc (*2).. The combined organic layers were extracted with hydrochloric acid (1N), then washed with brine (500 cm3), dried (MgSO4), and concentrated to obtain an oil.. The oil was triturated with hexane (200 cm3) and benzene (20 cm3).. The precipitate was collected and dried in vacuo to obtain the subtitled compound (26.3 g, 69.6%) as colorless crystals: mp 110-114 C.; 1H NMR (DMSO-d6) delta 1.67 (m, 10H), 6.84 (d, 1H, J=8 Hz) 6.94 (t, 1H, J=8 Hz), 7.17 (t, 1H, J=8 Hz), 7.44 (d, 1H, J=8 Hz), 10.3 (S, 1H).

Statistics shows that 1,5-Diiodopentane is playing an increasingly important role. we look forward to future research findings about 628-77-3.

Reference:
Patent; American Home Products Corporation; Ligand Pharmaceuticals, Inc.; US6355648; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 628-77-3, These common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solution of oxindole (25 g, 0.19 mol) in anhydrous tetrahydrofuran (800 cm3) was cooled to -20 C. then n-butyllithium (2.5M in hexanes, 152 cm3, 0.38 mol) was added slowly followed by N,N,N’,N’-tetramethylethylenediamine (51 cm3, 0.38 mol,).. After 15 min. 1,5-dilodopentane (174 g, 0.54 mol) was added slowly and the mixture was allowed to warm to room temperature.. After stirring for 16 h. saturated aqueous ammonium chloride solution (1L) and EtOAc (1L) were added.. After 15 min., the layers were separated and the aqueous phase was extracted with EtOAc (*2).. The combined organic layers were extracted with hydrochloric acid (1N), then washed with brine (500 cm3), dried (MgSO4), and concentrated to obtain an oil.. The oil was triturated with hexane (200 cm3) and benzene (20 cm3).. The precipitate was collected and dried in vacuo to obtain the subtitled compound (26.3 g, 69.6%) as colorless crystals: mp 110-114 C.; 1H NMR (DMSO-d6) delta 1.67 (m, 10H), 6.84 (d, 1H, J=8 Hz) 6.94 (t, 1H, J=8 Hz), 7.17 (t, 1H, J=8 Hz), 7.44 (d, 1H, J=8 Hz), 10.3 (S, 1H).

Statistics shows that 1,5-Diiodopentane is playing an increasingly important role. we look forward to future research findings about 628-77-3.

Reference:
Patent; American Home Products Corporation; Ligand Pharmaceuticals, Inc.; US6355648; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com