(R)-3-acetoxymethyl-7-(3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidenemethylimino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Base Information

• Chemical Name: (R)-3-acetoxymethyl-7-(3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidenemethylimino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
• CAS No.: 57270-11-8
• Molecular Formula: C₃₈H₄₀N₂O₆S
• Molecular Weight: 652.811
• Mol file: 57270-11-8.mol

Synonyms:

Chemical Property of (R)-3-acetoxymethyl-7-(3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidenemethylimino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-acetoxymethyl-7-(3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidenemethylimino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

There total 1 articles about (R)-3-acetoxymethyl-7-(3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidenemethylimino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl 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:

benzhydryl 7-aminocephalosporanate (27266-61-1,54600-89-4) + 3,5-di-t-butyl-4-hydroxybenzaldehyde (1620-98-0) → (R)-3-acetoxymethyl-7-(3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidenemethylimino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (57270-11-8)

Guidance literature:

Multistep reaction; (i) , (ii) PbO₂, benzene;

DOI:10.1016/S0040-4039(00)75219-1

Reference yield:

(R)-3-acetoxymethyl-7-(3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidenemethylimino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (57270-11-8) → (6R,6'R)-3,3'-bis-acetoxymethyl-7,7'-bis-(3,5-di-tert-butyl-4-hydroxy-benzylideneamino)-8,8'-dioxo-(6rH,7tH,6'r'H,7't'H)-[7,7']bi[5-thia-1-aza-bicyclo[4.2.0]octyl]-2,2'-diene-2,2'-dicarboxylic acid dibenzhydryl ester (61309-61-3)

Guidance literature:

With phosphorous acid trimethyl ester; In benzene; Ambient temperature;

DOI:10.1016/S0040-4039(00)93790-0

Reference yield:

(R)-3-acetoxymethyl-7-(3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidenemethylimino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (57270-11-8) → (6R)-3-acetoxymethyl-7c-dimethoxyphosphoryl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: benzene / Ambient temperature

2: aq. HCl / acetone

3: (i) PhNEt₂, (ii) CF₃CO₂H

With hydrogenchloride; In acetone; benzene;

DOI:10.1016/S0040-4039(00)93790-0

upstream raw materials:

benzhydryl 7-aminocephalosporanate

3,5-di-t-butyl-4-hydroxybenzaldehyde

Downstream raw materials:

(6R)-3-acetoxymethyl-7t-(3,5-di-tert-butyl-4-hydroxy-benzylideneamino)-7c-methoxy-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(6R)-3-acetoxymethyl-7t-(3,5-di-tert-butyl-4-hydroxy-benzylideneamino)-8-oxo-7c-propoxy-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(6R)-3-acetoxymethyl-7t-(3,5-di-tert-butyl-4-hydroxy-benzylideneamino)-7c-methylsulfanyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(6R)-3-acetoxymethyl-7t-(3,5-di-tert-butyl-4-hydroxy-benzylideneamino)-7c-ethoxy-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester