(7R)-7-[(Z)-2-(2-N-triphenylmethylaminothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-[2,4-bis(chloromethyl)phenylthio]-3-cephem-4-carboxylate, 4-methoxybenzyl ester

Base Information

• Chemical Name: (7R)-7-[(Z)-2-(2-N-triphenylmethylaminothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-[2,4-bis(chloromethyl)phenylthio]-3-cephem-4-carboxylate, 4-methoxybenzyl ester
• CAS No.: 214341-23-8
• Molecular Formula: C₆₆H₅₃Cl₂N₅O₆S₃
• Molecular Weight: 1179.28
• Mol file: 214341-23-8.mol

Synonyms:(7R)-7-[(Z)-2-(2-N-triphenylmethylaminothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-[2,4-bis(chloromethyl)phenylthio]-3-cephem-4-carboxylate, 4-methoxybenzyl ester

Chemical Property of (7R)-7-[(Z)-2-(2-N-triphenylmethylaminothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-[2,4-bis(chloromethyl)phenylthio]-3-cephem-4-carboxylate, 4-methoxybenzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7R)-7-[(Z)-2-(2-N-triphenylmethylaminothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-[2,4-bis(chloromethyl)phenylthio]-3-cephem-4-carboxylate, 4-methoxybenzyl ester

There total 1 articles about (7R)-7-[(Z)-2-(2-N-triphenylmethylaminothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-[2,4-bis(chloromethyl)phenylthio]-3-cephem-4-carboxylate, 4-methoxybenzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

(7R)-7-amino-3-[2,4-bis(chloromethyl)phenylthio]-3-cephem-4-carboxylate, 4-methoxybenzyl ester, trifluoroacetate salt + (Z)-2-(trityloxyimino)-2-(2-tritylamino-4-thiazolyl)acetic acid (68786-47-0) → (7R)-7-[(Z)-2-(2-N-triphenylmethylaminothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-[2,4-bis(chloromethyl)phenylthio]-3-cephem-4-carboxylate, 4-methoxybenzyl ester (214341-23-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; at -20 ℃; for 2h;

DOI:10.7164/antibiotics.51.722

Reference yield: 100.0%

thiourea (17356-08-0) + (7R)-7-[(Z)-2-(2-N-triphenylmethylaminothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-[2,4-bis(chloromethyl)phenylthio]-3-cephem-4-carboxylate, 4-methoxybenzyl ester (214341-23-8) → (7R)-7-[(Z)-2-(2-N-triphenylmethylaminothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-[2,4-bis(isothioureidomethyl)phenylthio]-3-cephem-4-carboxylate, 4-methoxybenzyl ester, (bis)hydroxychloride salt

Guidance literature:

In ethanol; at 20 ℃; for 96h;

DOI:10.7164/antibiotics.51.722

Reference yield:

(7R)-7-[(Z)-2-(2-N-triphenylmethylaminothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-[2,4-bis(chloromethyl)phenylthio]-3-cephem-4-carboxylate, 4-methoxybenzyl ester (214341-23-8) → (7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetamido]-3-[2,4-bis(isothioureidomethyl)phenylthio]-3-cephem-4-carboxylate, (bis)acetic acid salt

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / ethanol / 96 h / 20 °C

2: 60 percent / dichloroacetic acid / methoxybenzene

With dichloro-acetic acid; In ethanol; methoxybenzene; 1: Substitution / 2: Hydrolysis;

DOI:10.7164/antibiotics.51.722

upstream raw materials:

(Z)-2-(trityloxyimino)-2-(2-tritylamino-4-thiazolyl)acetic acid