(6R)-3,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester

Base Information

• Chemical Name: (6R)-3,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester
• CAS No.: 53116-47-5
• Molecular Formula: C₂₀H₁₇N₃O₇S₂
• Molecular Weight: 475.503

Synonyms:(6R)-3,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester

Chemical Property of (6R)-3,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester

Chemical Property:

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Technology Process of (6R)-3,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester

There total 3 articles about (6R)-3,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-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:

2-thienylacetic acid chloride (39098-97-0) + (6R)-7t-amino-3,8-dioxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester; hydrochloride (53116-43-1) → (6R)-3,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester (53116-47-5)

Guidance literature:

With sodium hydrogencarbonate; In acetone;

DOI:10.1021/ja00822a045

Reference yield:

2-thienylacetic acid chloride (39098-97-0) + (6R)-7t-amino-3-methylene-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester (48202-06-8) → (6R)-3,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester (53116-47-5)

Guidance literature:

Multistep reaction; (i) O₃, MeOH, (ii) /BRN= 114547/, NaHSO₃, THF;

DOI:10.1021/jm00238a017

Reference yield:

→ p-Nitrobenzyl 7-(Thiophene-2-acetamido)-3-hxdroxy-3-cephem-4-carboxylat (53116-47-5)

Guidance literature:

7-Amino-3-hydroxy-3-cephem-4-carbonsaeure-p-nitrobenzylester-hydrochlorid, 2-Thiophen-acetylchlorid;

upstream raw materials:

2-thienylacetic acid chloride

(6R)-7t-amino-3-methylene-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester

(6R)-7t-amino-3,8-dioxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester; hydrochloride

Downstream raw materials:

(6R)-8-oxo-3-(thiophen-2-yl-acetoxy)-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(6R)-3-chloro-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(6R)-3-bromo-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(6R)-3-acetoxy-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

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