(6R)-4ξ-bromo-4ξ-methoxy-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)-4ξ-bromo-4ξ-methoxy-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.: 66614-37-7
• Molecular Formula: C₁₉H₁₈BrCl₃N₂O₇S
• Molecular Weight: 604.69

Synonyms:

Chemical Property of (6R)-4ξ-bromo-4ξ-methoxy-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

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Technology Process of (6R)-4ξ-bromo-4ξ-methoxy-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 2 articles about (6R)-4ξ-bromo-4ξ-methoxy-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) → (6R)-4ξ-bromo-4ξ-methoxy-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 (66614-37-7)

Guidance literature:

Multi-step reaction with 2 steps

1: TsN₃, Et₃N

2: NBS

With N-Bromosuccinimide; 4-toluenesulfonyl azide; triethylamine;

DOI:10.1039/c39760000538

Reference yield:

methanol (67-56-1) + (6R)-4-diazo-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 (66614-35-5) → (6R)-4ξ-bromo-4ξ-methoxy-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 (66614-37-7)

Guidance literature:

With N-Bromosuccinimide;

DOI:10.1039/c39760000538

upstream raw materials:

methanol

(6R)-4-diazo-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

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

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