(6R)-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-3-{5-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-thiophen-2-ylmethyl}-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Base Information

• Chemical Name: (6R)-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-3-{5-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-thiophen-2-ylmethyl}-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS No.: 54493-72-0
• Molecular Formula: C₂₄H₂₂Cl₃N₃O₇S₂
• Molecular Weight: 634.946

Synonyms:

Chemical Property of (6R)-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-3-{5-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-thiophen-2-ylmethyl}-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (6R)-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-3-{5-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-thiophen-2-ylmethyl}-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

There total 3 articles about (6R)-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-3-{5-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-thiophen-2-ylmethyl}-(6rH)-5λ⁴-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)-8-oxo-7t-(2-phenyl-acetylamino)-3-{5-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-thiophen-2-ylmethyl}-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid (54493-60-6) → (6R)-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-3-{5-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-thiophen-2-ylmethyl}-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (54493-72-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid;

DOI:10.1002/hlca.19740570714

Reference yield:

thiophen-2-ylmethyl-carbamic acid 2,2,2-trichloro-ethyl ester (54493-61-7) → (6R)-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-3-{5-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-thiophen-2-ylmethyl}-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (54493-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: CF₃CO₂H

2: MCPBA

With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid;

DOI:10.1002/hlca.19740570714

Reference yield:

(6R)-3-acetoxymethyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid (39914-28-8) → (6R)-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-3-{5-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-thiophen-2-ylmethyl}-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (54493-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: CF₃CO₂H

2: MCPBA

With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid;

DOI:10.1002/hlca.19740570714

upstream raw materials:

(6R)-8-oxo-7t-(2-phenyl-acetylamino)-3-{5-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-thiophen-2-ylmethyl}-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid

thiophen-2-ylmethyl-carbamic acid 2,2,2-trichloro-ethyl ester

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

Downstream raw materials:

(6R)-3-(5-aminomethyl-thiophen-2-ylmethyl)-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R)-8-oxo-7t-(2-phenyl-acetylamino)-3-{5-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-thiophen-2-ylmethyl}-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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