(6R)-4c-(2-cyano-ethyl)-3-methyl-5t,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Base Information

• Chemical Name: (6R)-4c-(2-cyano-ethyl)-3-methyl-5t,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester
• CAS No.: 61033-62-3
• Molecular Formula: C₂₁H₂₀Cl₃N₃O₆S
• Molecular Weight: 548.831

Synonyms:

Chemical Property of (6R)-4c-(2-cyano-ethyl)-3-methyl-5t,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of (6R)-4c-(2-cyano-ethyl)-3-methyl-5t,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

There total 1 articles about (6R)-4c-(2-cyano-ethyl)-3-methyl-5t,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-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:

2,2,2-trichloroethyl 7β-phenoxyacetamido-3-methyl-3-cephem-4-carboxylate 1S-(β)-oxide (24689-52-9) + acrylonitrile (107-13-1,25014-41-9) → (6R)-4c-(2-cyano-ethyl)-3-methyl-5t,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester (61033-62-3)

Guidance literature:

With triethylamine;

DOI:10.1039/c39760000538

Reference yield:

(6R)-4c-(2-cyano-ethyl)-3-methyl-5t,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester (61033-62-3) → (6R)-4c-(2-cyano-ethyl)-3-methyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (61033-63-4)

Guidance literature:

Multistep reaction; (i) PBr₃, (ii) Zn, AcOH, DMF;

DOI:10.1039/c39760000538

upstream raw materials:

2,2,2-trichloroethyl 7β-phenoxyacetamido-3-methyl-3-cephem-4-carboxylate 1S-(β)-oxide

acrylonitrile

Downstream raw materials:

(6R)-4c-(2-cyano-ethyl)-3-methyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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