Month: February 2023

Synthesis of optically active ring-A substituted tryptophans as IDO inhibitors was written by Li, Xiaoyan;Yin, Wenyuan;Sarma, P. V. V. Srirama;Zhou, Hao;Ma, Jun;Cook, James M.. And the article was included in Tetrahedron Letters in 2004.SDS of cas: 220185-63-7 This article mentions the following:

The first stereoselective synthesis of optically active 6-chloro-L-tryptophan, 5-nitro-D-tryptophan, 6-nitro-D-tryptophan, 5,6-dichloro-L-tryptophan, 6-aza-D-tryptophan, as well as the first synthesis of the optically active 7-methoxy-D-tryptophan with potential activity at IDO (IDO = indoleamine 2,3-dioxygenase) via the Schollkopf chiral auxiliary is described. In the experiment, the researchers used many compounds, for example, 4,5-Dichloro-2-iodoaniline (cas: 220185-63-7SDS of cas: 220185-63-7).

4,5-Dichloro-2-iodoaniline (cas: 220185-63-7) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.SDS of cas: 220185-63-7

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Palladium-catalyzed annulation reactions of methyl o-halobenzoates with azabicyclic alkenes: a general protocol for the construction of benzo[c]phenanthridine derivatives was written by Guo, Cui;Huang, Kanglun;Wang, Bo;Xie, Longguang;Xu, Xiaohua. And the article was included in RSC Advances in 2013.SDS of cas: 123278-03-5 This article mentions the following:

The annulation reaction of Me o-halobenzoates with azabicyclic alkenes proceeds efficiently to give the corresponding benzo[c]phenanthridine derivatives in good to excellent yields using a developed base-free methodol. based on our preliminary studies. Thirty-seven application examples validate the compatibility of the present strategy with different groups, particularly with the electron-deficient ones, that are difficult to access using other traditional methods. In addition, annulation reactions with non-sym. azabicyclic alkenes are achieved in high regioselectivity. In the experiment, the researchers used many compounds, for example, 3-Chloro-2-iodobenzoic acid (cas: 123278-03-5SDS of cas: 123278-03-5).

3-Chloro-2-iodobenzoic acid (cas: 123278-03-5) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.SDS of cas: 123278-03-5

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Potential hypolipidemic agents. III. Heterocyclic compounds affecting free fatty acid mobilization in vivo was written by Carlson, Lars A.;Hedbom, Christina;Helgstrand, Erik;Sjoberg, Berndt;Stjernstrom, Nils E.. And the article was included in Acta Pharmaceutica Suecica in 1972.Recommanded Product: 15366-65-1 This article mentions the following:

Compounds such as 3-methyl-5-isoxazolecarboxylic acid [4857-42-5], 5-fluoronicotinic acid [402-66-4], 5-fluoro-3-pyridylacetic acid [38129-24-7], and 3-methylpyrazole [1453-58-3] exhibited the highest inhibition of free fatty acid mobilization in blood among 188 heterocyclic compounds tested in dogs, while compounds such as 5-methyl-3-isoxazolecarboxylic acid [3405-77-4], 2-fluoronicotinic acid [393-55-5], and 3-aminobenzoic acid [99-05-8] had no effect on free fatty acid mobilization. In the experiment, the researchers used many compounds, for example, 5-Iodonicotinic acid (cas: 15366-65-1Recommanded Product: 15366-65-1).

5-Iodonicotinic acid (cas: 15366-65-1) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Recommanded Product: 15366-65-1

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The Asymmetric Synthesis of Amines via Nickel-Catalyzed Enantioconvergent Substitution Reactions was written by Yang, Ze-Peng;Freas, Dylan J.;Fu, Gregory C.. And the article was included in Journal of the American Chemical Society in 2021.Recommanded Product: 1-Chloro-4-iodobutane This article mentions the following:

Herein, two mild methods was reported for the catalytic enantioconvergent synthesis of protected dialkyl carbinamines such as RCHXR¹ [R = i-Bu, n-hexyl, (CH₂)₅F, etc.; R¹ = Et, i-Bu, (CH₂)₂Ph, etc.; X = NHBoc, Phth, NHFmoc, etc.], both of which use a chiral nickel catalyst to couple an alkylzinc reagent with α-phthalimido alkyl chloride or an N-hydroxyphthalimide (NHP) ester of a protected α-amino acid. The methods were versatile, providing dialkyl carbinamine derivatives that bear an array of functional groups. Further, for couplings of NHP esters a one-pot variant wherein the NHP ester was generated in situ, allowing the generation of enantioenriched protected dialkyl carbinamines in one step from com. available amino acid derivatives was also described. The utility of this method by applying it to the efficient catalytic enantioselective synthesis of a range of interesting target mols. was demonstrated. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Recommanded Product: 1-Chloro-4-iodobutane).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Recommanded Product: 1-Chloro-4-iodobutane

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthesis of Complexes with Abnormal “Protic” N-Heterocyclic Carbenes was written by Jin, Hanpeng;Tan, Tristan Tsai Yuan;Hahn, F. Ekkehardt. And the article was included in Angewandte Chemie, International Edition in 2015.Product Details of 15813-09-9 This article mentions the following:

Neutral 4-iodo-N-ethylimidazole 3 oxidatively adds to [Pt(PPh₃)₄] to give, in the presence of different tetraalkylammonium salts, complexes trans-[4], trans-[5], and trans-[6] containing an anionic C4-bound heterocycle with an unsubstituted ring-nitrogen atom. Complex trans-[4] reacts with the proton source NH₄I under protonation of the ring-nitrogen atom to produce complex trans-[7]I which bears an NH,NR-substituted aNHC ligand. The reaction of trans-[4] with CH₃I yields the complex trans-[8]I which has a classical aNHC ligand with two alkylated ring-nitrogen atoms. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Product Details of 15813-09-9).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.Product Details of 15813-09-9

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Study on synthesis of 2-chloro-5-trifluoromethyl pyridine-4-yl-boronic acid was written by Liu, Guoquan;Wang, Shanshan;Liang, Jiudi;Li, Qiuwu;Han, Jianrong. And the article was included in Hebei Keji Daxue Xuebao in 2014.Formula: C6H2ClF3IN This article mentions the following:

2-Chloro-5-trifluoromethyl pyridine-4-yl-boronic acid was prepared with 2-chloro-4-iodo-5-trifluoromethyl pyridine as the raw material through reaction with Bu lithium reagent. Several reaction conditions of the synthesis process were studied through the experiment The purity and structure of the products were characterized by HPLC, FTIR and ¹H NMR. Exptl. result shows that when the temperature is -70°C, the reaction time is 2h, the molar ratio of n(C₆H₂ClF₃IN):n(C₁₂H₂₇BO₃):n(C₄H₉Li)is=1.00:1.20:1.20, and the pH is 9.0, the yield of 2-chloro-5-trifluoromethyl pyridine-4-yl-boronic acid reaches 83.10%, and its purity is up to 98.65%. In the experiment, the researchers used many compounds, for example, 2-Chloro-5-(trifluoromethyl)-4-iodopyridine (cas: 505084-55-9Formula: C6H2ClF3IN).

2-Chloro-5-(trifluoromethyl)-4-iodopyridine (cas: 505084-55-9) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Formula: C6H2ClF3IN

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Convergent Synthesis of Immune Inhibitor IMMH002 was written by Chen, Si;Shi, Zeyu;Xiao, Qiong;Yin, Dali. And the article was included in Synthesis in 2021.Computed Properties of C8H8BrI This article mentions the following:

A convergent synthesis of IMMH002 in 36% overall yield starting from bromobenzene was described with a key Suzuki-Miyaura cross-coupling reaction used to provide a crucial intermediate. The route does not require column chromatog. and solves the most intractable quality problem caused by a homolog byproduct in the original linear synthesis. Furthermore, reducing the use of Lewis acid mediated reactions improves the environmental impact of the synthesis and reduces overall waste. The new route described herein was more efficient, convenient, reliable, and economically more viable when compared to the previously reported linear route. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9Computed Properties of C8H8BrI).

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.Computed Properties of C8H8BrI

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

γ-Carboline synthesis enabled by Rh(III)-catalyzed regioselective C-H annulation was written by Jiang, Bo;Jia, Jingwen;Sun, Yufei;Wang, Yichun;Zeng, Jing;Bu, Xiubin;Shi, Liangliang;Sun, Xiaoying;Yang, Xiaobo. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

A redox-neutral Rh(III)-catalyzed C-H annulation of indolyl oximes were developed. The reaction exhibited a reverse regioselectivity, thus gave an exclusive and easy way for the synthesis of a wide range of substituent free γ-carbolines at C3 position with high efficiency. Deuterium-labeling experiments and kinetic anal. were preliminarily shed light on the working mode of this catalytic system. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Recommanded Product: 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Thiophene-expanded guanosine analogues of gemcitabine was written by Chen, Zhe;Ku, Therese C.;Seley-Radtke, Katherine L.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2015.Recommanded Product: 4,5-Diiodo-1H-imidazole This article mentions the following:

The chemotherapeutic drug Gemcitabine, 2′,2′-difluoro-2′-deoxycytidine, has long been the standard of care for a number of cancers. Gemcitabine’s chemotherapeutic properties stem from its 2′,2′-difluoro-2′-deoxyribose sugar, which mimics the natural nucleoside, but also disrupts nucleic acid synthesis, leading to cell death. As a result, numerous analogs have been prepared to further explore the biol. implications for this structural modification. In that regard, a thieno-expanded guanosine analog was of interest due to biol. activity previously observed for the tricyclic heterobase scaffold. Several analogs were prepared, including the McGuigan ProTide, however the parent nucleoside exhibited the best chemotherapeutic activity, specifically against breast cancer cell lines (89.53% growth inhibition). In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Recommanded Product: 4,5-Diiodo-1H-imidazole).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.Recommanded Product: 4,5-Diiodo-1H-imidazole

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Total synthesis of 3′,3”’-binaringenin and related biflavonoids was written by Sagrera, Gabriel;Seoane, Gustavo. And the article was included in Synthesis in 2010.COA of Formula: C8H7IO2 This article mentions the following:

The synthesis of natural 3′,3”’-binaringenin and four related biflavonoids was performed in good overall yield (15-35%) starting from readily available phloroglucinol and 4-hydroxy- or 4-methoxybenzaldehyde. Preliminary results indicate that some of these compounds have an interesting activity against S. aureus. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6COA of Formula: C8H7IO2).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.COA of Formula: C8H7IO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com