(5S,6R,7R)-7-Acetylamino-3-methyl-5,8-dioxo-4-[1-pyrrolidin-1-yl-meth-(E)-ylidene]-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Base Information

• Chemical Name: (5S,6R,7R)-7-Acetylamino-3-methyl-5,8-dioxo-4-[1-pyrrolidin-1-yl-meth-(E)-ylidene]-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester
• CAS No.: 74583-95-2
• Molecular Formula: C₁₇H₂₀Cl₃N₃O₅S
• Molecular Weight: 484.788

Synonyms:

Chemical Property of (5S,6R,7R)-7-Acetylamino-3-methyl-5,8-dioxo-4-[1-pyrrolidin-1-yl-meth-(E)-ylidene]-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Chemical Property:

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Useful:

Technology Process of (5S,6R,7R)-7-Acetylamino-3-methyl-5,8-dioxo-4-[1-pyrrolidin-1-yl-meth-(E)-ylidene]-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

There total 4 articles about (5S,6R,7R)-7-Acetylamino-3-methyl-5,8-dioxo-4-[1-pyrrolidin-1-yl-meth-(E)-ylidene]-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl 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: 78.0%

pyrrolidine (123-75-1) + (5S,6R,7R)-7-Acetylamino-4-[1-chloro-meth-(Z)-ylidene]-3-methyl-5,8-dioxo-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester (74583-92-9) → (5S,6R,7R)-7-Acetylamino-3-methyl-5,8-dioxo-4-[1-pyrrolidin-1-yl-meth-(E)-ylidene]-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester (74583-95-2)

Guidance literature:

In dichloromethane;

DOI:10.1016/S0040-4039(00)74557-6

Reference yield:

(6R,7R)-7-Acetylamino-4-[1-chloro-meth-(Z)-ylidene]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester (74583-89-4) → (5S,6R,7R)-7-Acetylamino-3-methyl-5,8-dioxo-4-[1-pyrrolidin-1-yl-meth-(E)-ylidene]-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester (74583-95-2)

Guidance literature:

Multi-step reaction with 2 steps

1: meta-chloroperbenzoic acid

2: 78 percent / CH₂Cl₂

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)74557-6

Reference yield:

(5S,6R,7R)-7-Acetylamino-4-(chloro-phenylsulfanyl-methyl)-3-methyl-5,8-dioxo-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester (74583-99-6) → (5S,6R,7R)-7-Acetylamino-3-methyl-5,8-dioxo-4-[1-pyrrolidin-1-yl-meth-(E)-ylidene]-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester (74583-95-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / silica gel

2: 78 percent / CH₂Cl₂

With silica gel; In dichloromethane;

DOI:10.1016/S0040-4039(00)74557-6

upstream raw materials:

pyrrolidine

(5S,6R,7R)-7-Acetylamino-4-[1-chloro-meth-(Z)-ylidene]-3-methyl-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

(6R,7R)-7-Acetylamino-4-[1-chloro-meth-(Z)-ylidene]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

(5S,6R,7R)-7-Acetylamino-4-(chloro-phenylsulfanyl-methyl)-3-methyl-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

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