Category: 167479-01-8

Electric Literature of 167479-01-8,Some common heterocyclic compound, 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, molecular formula is C8H16INO2, 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.

To the solution of 5-methoxy-1H-benzo[djimidazole-2-thiol (1.06 g, 5.9 mmol)in DMF (8 ml) at 0 C was added sodium bicarbonate (0.49 g, 5.9 mmol), and a solution of tert-butyl (3-iodopropyl)-carbamate (1.7 g, 5.9 mmol) in DMF (6 mL) dropwise. The resulting solution was stirred at 0 C overnight. The mixture was partitioned bewteen EtOAc and saturated NaHCO3. The organic phase was washed with saturated NaHCO3 three times, dried over Na2SO4, concentrated and the residue was purified on silica gel columnusing EtOAc/hexane as eluting solvents to give tert-butyl (3-((5-methoxy-1H- benzo[dj imidazol-2-yl)thio)propyl)carbamate. LC /MS: (M+ 1 ): 338.6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (3-iodopropyl)carbamate, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Weiguo; DING, Fa-Xiang; SUN, Wanying; DEJESUS, Reynalda, Keh; TANG, Haifeng; HUANG, Xianhai; JIAN, Jinlong; GUO, Yan; WANG, Hongwu; (181 pag.)WO2017/155765; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 167479-01-8

Part C; A solution of 4-amino-2-ethoxymethyl-l -isopropylamino-lH-imidazo[4,5- c]quinolin-7-ol (0.11 g, 0.35 mmol) in 10 mL of N,N-dimethylformamide was placed under an atmosphere of nitrogen and was treated with cesium carbonate (0.23 g, 0.70 mmol). After 5 min of stirring the mixture was treated with tert-butyl 3- iodopropylcarbamate (0.12 g, 0.35 mmol) and heated to 65 0C. After 60 h, the reaction mixture was cooled to ambient temperature and then poured into 100 mL of ice water which resulted in a cloudy suspension. The mixture was extracted with CHCl3 (5 X 25 mL). The combined organic extracts were then washed with brine (50 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to yield a tan oil. Chromatography (95:5 CHC13:(80: 18:2 CHCl3 :MeOH:NH4OH) gradient to 1 : 1 gave 0.040 g of tert-butyl [3-(4-amino-2-ethoxymethyl-l-isopropylamino-lH-imidazo[4,5-c]quinolin- 7-yloxy)propyl]carbamate as a light tan solid. LC/MS (APCI) m/z 473 (M+Eta)+.

According to the analysis of related databases, 167479-01-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2006/28451; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: tert-Butyl (3-iodopropyl)carbamate

Intermediate 7. A solution of glyoxal cyclen 1 (1.00 g, 5.15 mmol) and iert-butyl N-(3- iodopropyl)carbamate (1.64 g, 5.66 mmol) in 10 mL of dry THF was stirred for 4 days at room temperature. The resulting precipitate was recovered by filtration and washed with small portions of dry THF, to give a white solid (2.25 g, 91 % yield). ln NMR (D20, 300 MHz): 3.95-3.41 (m, 10H), 3.27-3.17 (m, 6H), 2.95-2.76 (m, 4H), 2.58-2.47 (m, 2H), 2.14-2.00 (m, 2H, CH^CHNHBoc), 1.44 (s, 9H, C(CH3. 13C NMR (D20, 300 MHz): 161.3 (CO), 87.1 (CHam), 84.6 (C(CH3)3), 75.0 (CHam), 65.3, 60.3, 9.3 (CH2NHCO), 54.5, 51.7, 51.4, 51.0, 50.9, 46.9, 40.3 (CHjNHCO), 31.1, 26.7 (CH^CH^HCO). HRMS (ESI): calculated for Ci8H34N502 [M+H]+: 352.270702; found: 352.270888.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 167479-01-8.

Reference:
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); UNIVERSITE DE BRETAGNE OCCIDENTALE; OUKHATAR, Fatima; BEYLER, Maryline; TRIPIER, Raphael; (64 pag.)WO2016/87667; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 167479-01-8

Part C A solution of 4-amino-2-ethoxymethyl-1-isopropylamino-1H-imidazo[4,5-c]quinolin-7-ol (0.11 g, 0.35 mmol) in 10 ML of N,N-dimethylformamide was placed under an atmosphere of nitrogen and was treated with cesium carbonate (0.23 g, 0.70 mmol).After 5 min of stirring the mixture was treated with tert-butyl 3-iodopropylcarbamate (0.12 g, 0.35 mmol) and heated to 65 C. After 60 h, the reaction mixture was cooled to ambient temperature and then poured into 100 ML of ice water which resulted in a cloudy suspension.The mixture was extracted with CHCl3 (5*25 ML).The combined organic extracts were then washed with brine (50 ML), dried over Na2SO4, filtered and concentrated under reduced pressure to yield a tan oil.Chromatography (95:5 CHCl3:(80:18:2 CHCl3:MeOH:NH4OH) gradient to 1:1 gave 0.040 g of [3-(4-amino-2-ethoxymethyl-1-isopropylamino-1H-imidazo[4,5-c]quinolin-7-yloxy)propyl] tert-butyl carbamate as a light tan solid. LC/MS (APCI) m/z 473 (M+H)+.

The synthetic route of 167479-01-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; 3M Innovative Properties Company; US2004/176367; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 167479-01-8,Some common heterocyclic compound, 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, molecular formula is C8H16INO2, 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.

Under a nitrogen atmosphere, cesium carbonate (10.13 g, 31.07 mmol) was added to a suspension of 2-propyl[l,3]thiazolo[4,5-c]quinolin-7-ol (5.06 g, 20.7 mmol) in DMF (110 mL), and the reaction mixture was heated at 65 0C. A solution of tert-butyl 3- iodopropylcarbamate (7.08 g, 24.8 mmol) in DMF (20 mL) was added dropwise with stirring. The reaction mixture was stirred at 65 C overnight. The solvent was then removed under reduced pressure at 65 0C. The resulting solid was partitioned between dichloromethane (250 mL) and water (250 mL). The organic layer was washed EPO sequentially with saturated aqueous sodium thiosulfate (100 mL), water (100 mL), and brine (100 mL); dried over magnesium sulfate; filtered; and concentrated under reduced pressure. The resulting solid was purified by column chromatography on silica gel (eluting with 0 to 4% methanol in chloroform) to provide 5.36 g of tert-butyl 3-[(2- propyl[l,3]thiazolo[4,5-c]quinolin-7-yl)oxy]propylcarbamate as a light yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (3-iodopropyl)carbamate, its application will become more common.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2006/86449; (2006); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, 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 167479-01-8, COA of Formula: C8H16INO2

Compound 7?. A solution of 3-bromo-N-(tert-butoxycarbonyl)propylamine23 (1.61g; 5.66mmol) and cyclen glyoxal (1g; 5.15mmol) in freshly distilled THF (25mL) was stirred at room temperature for 3 days until completion, as monitored by TLC. The white powdery precipitate was filtered and washed with diethylether to afford compound 7? (2.25g; 91% yield). 1H NMR (D2O, 300MHz) delta: 3.99-3.45 (m, 9H), 3.33-3.21 (m, 6H), 2.98-2.79 (m, 5H), 2.63-2.47 (m, 2H), 2.21-2.02 (m, 2H, CH2CHNHBoc), 1.48 (s, 9H, C(CH3)3). 13C NMR (D2O, 75MHz) delta: 160.9 (CO), 86.7 (CHam), 84.2 (C(CH3)3), 74.6 (CHam), 64.9, 59.9, 58.9, 54.1, 51.3, 51.0, 50.6, 50.5, 46.5, 39.9 (CH2NHCO), 30.7 (CH2NHCO), 30.7 (C(CH3)3), 26.3 (CH2CH2NHCO). HRMS (ESI): calculated for C18H34N5O2+ [M]+: 352.27070; found: 352.27067.

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, tert-Butyl (3-iodopropyl)carbamate, other downstream synthetic routes, hurry up and to see.

Some common heterocyclic compound, 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, molecular formula is C8H16INO2, 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. Computed Properties of C8H16INO2

Step B: Methyl 2-(5-(bis(tert-butoxycarbonyl amino -4-phenylpyrimidin-2-yl -5-((tert- butoxycarbonyl)amino)pentanoateTo a mixture of 2-((5-(bis-ter?-butoxycarbonyl)amino-4-phenylpyrimidin-2-yl)) acetate (300 mg, 0.676 mmol) and tert-butyl (3-iodopropyl) carbamate (231 mg, 0.812 mmol) in THF (6 mL) at 25 C was added potassium 2-methylpropan-2-olate (1.35 mL, 1.35 mmol). The resulting mixture was stirred at 25 C for 12 h then partitioned between water (30 mL) and EtOAc (30 mL x 3). The combined organic layers were dried over a2S04 and concentrated to give the title compound. MS: m/z = 601.4 (M + 1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 167479-01-8, its application will become more common.

Reference of 167479-01-8, The chemical industry reduces the impact on the environment during synthesis 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, I believe this compound will play a more active role in future production and life.

Example 38; tert-Butyl r3-r{6-methoxy-4-r(2-methyl-5-{J3-(trifluoromethv?benzoyl]aminolphenv? amino]quinazolin-7-yl>oxy)propyl]carbamate; A solution of N- {3-[(7-hydroxy-6-methoxyquinazolin-4-yl)amino]-4-?iethylphenyl} -3-(trifluoromethyl)benzamide (Example 70; 100 mg, 0.213 mmol), tert-butyl (3- iodopropyl)carbamate (Method 26; 61 mg, 0.213 mmol, 1.2 equiv) and K2CO3 (44 mg, 0.320 mmol, 1.5 equiv) in MeCN (2 ml) were heated to 70 0C for 12 h. The reaction was quenched with water and extracted with EtOAc. The organics were dried with nuaCl(sat) and Na2SO4(S) and then removed under reduced pressure. The resulting solid was purified by reverse phase preparative HPLC (0.1% TFA in MeCN and water); m/z 626.

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, tert-Butyl (3-iodopropyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/71963; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 167479-01-8, 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. 167479-01-8 name is tert-Butyl (3-iodopropyl)carbamate, 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.

EXAMPLE 76 Preparation of N-[1-(3-tert-butoxycarbonylaminopropyl)-4-(3-methoxyphenyl)-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N’-(2,6-diisopropylphenyl)urea STR91 The title compound was obtained in the same manner as in Example 58 from N-[4-(3-methoxyphenyl)-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N’-(2,6-diisopropylphenyl)urea and 3-tert-butoxycarbonylaminopropyl iodide. 1 H-NMR delta (CD3 OD) 8.64 (1H, dd, J=5.0 Hz, 1.7 Hz), 7.77 (1H, dd, J=8.3 Hz, 1.7 Hz), 7.49 (1H, dd, J=8.3 Hz, 7.6 Hz), 6.95-7.35 (7H, m), 4.74 (2H, t, J=6.9 Hz), 3.87 (3H, s), 3.20 (2H, t, J=6.6 Hz), 2.95-3.10 (2H, m), 1.90-2.10 (2H, m), 1.49 (9H, s), 1.15 (12H, brd, J=6.3 Hz)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (3-iodopropyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Pharmaceuticals Company, Ltd.; US5843957; (1998); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 167479-01-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of an aminoalcohol (66.6 mmol) in THF (67 mL) was added di-tert-butyl dicarbonate (15.3 g, 66.6 mmol) at 50 C under an argon atmosphere. After 3 h stirring, the solvent was removed in vacuo. The crude product was purified by silica gel column chromatography (EtOAc / hexane, 50:50) to give a N-Boc aminoalcohol. Iodine (12.5 g, 49.3 mmol) was added to a solution of N-Boc aminoalcohol (17.6 mmol), PPh3 (6.92 g, 26.3 mmol) and imidazole (1.79 g, 26.3 mmol) in CH2Cl2 (98 mL) at 0 C. The mixture was stirred at room temperature for 1 h under an argon atmosphere. The reaction mixture was quenched with saturated aqueous Na2S2O3, diluted with CH2Cl2 and extracted with CH2Cl2. The organic layer was washed with H2O and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane, 10:90) to afford a N-BOC aminoalkyliodide. To a solution of NaH (60% in oil, 0.673 g, 16.8 mmol) in DMF (15.3 mL) was added dropwise a solution of N-hydroxyphthalimide (2.49 mmol) in DMF (10 mL) at 0 C under an argon atmosphere. After 15 min of stirring, a solution of the iodide (15.3 mmol) in DMF (10 mL) was added dropwise to the solution and stirred at 70 C for 12 h. After cooled to 0 C, the reaction was quenched with H2O and filtrated to afford colorless solid, which was recrystallized to give a N-alkoxyphthalimide 13a-d.

The synthetic route of tert-Butyl (3-iodopropyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fukuda, Hiroshi; Nishikawa, Keisuke; Fukunaga, Yukihiro; Okuda, Katsuhiro; Kodama, Kozue; Matsumoto, Kenji; Kano, Arihiro; Shindo, Mitsuru; Tetrahedron; vol. 72; 41; (2016); p. 6492 – 6498;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com