(6R)-3-acetoxymethyl-7t-((R)-5-amino-5-benzyloxycarbonyl-pentanoylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

Base Information

• Chemical Name: (6R)-3-acetoxymethyl-7t-((R)-5-amino-5-benzyloxycarbonyl-pentanoylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester
• CAS No.: 27266-53-1
• Molecular Formula: C₃₀H₃₃N₃O₈S
• Molecular Weight: 595.673

Synonyms:

Chemical Property of (6R)-3-acetoxymethyl-7t-((R)-5-amino-5-benzyloxycarbonyl-pentanoylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (6R)-3-acetoxymethyl-7t-((R)-5-amino-5-benzyloxycarbonyl-pentanoylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

There total 4 articles about (6R)-3-acetoxymethyl-7t-((R)-5-amino-5-benzyloxycarbonyl-pentanoylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl 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:

(6R)-3-acetoxymethyl-7t-((R)-5-benzyloxycarbonyl-5-tert-butoxycarbonylamino-pentanoylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester (27285-69-4) → (6R)-3-acetoxymethyl-7t-((R)-5-amino-5-benzyloxycarbonyl-pentanoylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester (27266-53-1)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1002/hlca.19680510513

Reference yield:

phenyldiazomethane (908094-04-2) → (6R)-3-acetoxymethyl-7t-((R)-5-amino-5-benzyloxycarbonyl-pentanoylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester (27266-53-1)

Guidance literature:

Multi-step reaction with 2 steps

2: CF₃CO₂H

With trifluoroacetic acid;

DOI:10.1002/hlca.19680510513

Reference yield:

(6R)-3-acetoxymethyl-7t-((R)-5-amino-5-carboxy-pentanoylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; monosodium salt (51762-04-0) → (6R)-3-acetoxymethyl-7t-((R)-5-amino-5-benzyloxycarbonyl-pentanoylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester (27266-53-1)

Guidance literature:

Multi-step reaction with 3 steps

3: CF₃CO₂H

With trifluoroacetic acid;

DOI:10.1002/hlca.19680510513

upstream raw materials:

(6R)-3-acetoxymethyl-7t-((R)-5-benzyloxycarbonyl-5-tert-butoxycarbonylamino-pentanoylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

phenyldiazomethane

(6R)-3-acetoxymethyl-7t-((R)-5-amino-5-carboxy-pentanoylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; monosodium salt

N-(tert-butoxycarbonyl)cephalosporin C

Downstream raw materials:

(6R)-3-acetoxymethyl-7t-[3-(2-chloro-ethyl)-ureido]-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

(6R)-3-acetoxymethyl-7t-amino-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzyl ester

(6R)-3-acetoxymethyl-7t-amino-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

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