(6R,7S)-3-Chloro-7-methoxy-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

Base Information

Chemical Name:(6R,7S)-3-Chloro-7-methoxy-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid
CAS No.:115463-75-7
Molecular Formula:C₁₆H₁₅ClN₂O₆S
Molecular Weight:398.824
Hs Code.:

Synonyms:(6R,7S)-3-Chloro-7-methoxy-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

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Chemical Property of (6R,7S)-3-Chloro-7-methoxy-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

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Technology Process of (6R,7S)-3-Chloro-7-methoxy-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

There total 7 articles about (6R,7S)-3-Chloro-7-methoxy-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-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: 27.0%

: 115463-72-4
7α-methoxy-7β-(phenoxyacetamido)-3-chloro-3-cephem-4-carboxylic acid p-nitrobenzyl ester

: 115463-75-7
(6R,7S)-3-Chloro-7-methoxy-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

: 115463-74-6
7α-methoxy-7β-(phenoxyacetamido)-3-chloro-3-cephem-4-carboxylic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; for 0.833333h; under 3102.9 Torr;
DOI:10.1021/jm00118a024

Reference yield:

: 53994-83-5
(6R)-7t-amino-3-chloro-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

: 115463-75-7
(6R,7S)-3-Chloro-7-methoxy-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: benzene / 2 h / Heating

2: DDQ / benzene / 1 h / Ambient temperature; other reagent, solvent, temperature, reaction time

3: CH₂Cl₂ / 1 h / 0 °C

4: Girard's "T" reagent / CH₂Cl₂; methanol / 2.5 h / Ambient temperature

5: 27 percent / quinoline / CH₂Cl₂ / 90 h / 0 °C

6: 19 percent / H₂ / 5percent Pd/C / methanol; ethanol; tetrahydrofuran / 0.83 h / 3102.9 Torr

With quinoline; hydrogen; girard's reagent T; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; benzene;
DOI:10.1021/jm00118a024

Reference yield:

: 701-99-5
Phenoxyacetyl chloride

: 115463-75-7
(6R,7S)-3-Chloro-7-methoxy-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 27 percent / quinoline / CH₂Cl₂ / 90 h / 0 °C

2: 19 percent / H₂ / 5percent Pd/C / methanol; ethanol; tetrahydrofuran / 0.83 h / 3102.9 Torr

With quinoline; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/jm00118a024