(6R)-3,7c-dimethyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Base Information

• Chemical Name: (6R)-3,7c-dimethyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS No.: 32956-88-0
• Molecular Formula: C₁₇H₁₈N₂O₅S
• Molecular Weight: 362.406
• Mol file: 32956-88-0.mol

Synonyms:(6R)-3,7c-dimethyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Chemical Property of (6R)-3,7c-dimethyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R)-3,7c-dimethyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

There total 7 articles about (6R)-3,7c-dimethyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 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:

(6R)-7t-benzylideneamino-3,7c-dimethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester (33627-23-5) → (6R)-3,7c-dimethyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (32956-88-0)

Guidance literature:

Multi-step reaction with 3 steps

1: TsOH / ethyl acetate; H₂O / Ambient temperature

2: Et₃N / CHCl₃

3: CF₃CO₂H / Ambient temperature

With toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; In chloroform; water; ethyl acetate;

DOI:10.1021/jo00942a008

Reference yield:

(6R)-7t-benzylideneamino-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester (36954-81-1) → (6R)-3,7c-dimethyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (32956-88-0)

Guidance literature:

Multi-step reaction with 4 steps

1: KOtBu / -30 °C

2: TsOH / ethyl acetate; H₂O / Ambient temperature

3: Et₃N / CHCl₃

4: CF₃CO₂H / Ambient temperature

With potassium tert-butylate; toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; In chloroform; water; ethyl acetate;

DOI:10.1021/jo00942a008

Reference yield:

phenylacetyl chloride (103-80-0) → (6R)-3,7c-dimethyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (32956-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: CHCl₃; H₂O

2: CF₃CO₂H

With trifluoroacetic acid; In chloroform; water;

DOI:10.1021/ja00746a057

upstream raw materials:

(6R)-3,7c-dimethyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

3-deacetyloxy-7-aminocephalosporanic acid

(6R)-7t-amino-3,7c-dimethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

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