benzyl (6R,7R)-3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Base Information

Chemical Name:benzyl (6R,7R)-3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
CAS No.:36746-17-5
Molecular Formula:C₂₃H₂₂N₂O₅S
Molecular Weight:438.504
Hs Code.:

Synonyms:benzyl (6R,7R)-3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

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Chemical Property of benzyl (6R,7R)-3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

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Technology Process of benzyl (6R,7R)-3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

There total 6 articles about benzyl (6R,7R)-3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 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: 90.0%

: 83242-38-0
(6R,7R)-3-(Benzothiazol-2-ylsulfanylmethyl)-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

: 36746-17-5
benzyl (6R,7R)-3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: (6R,7R)-3-Methylene-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzyl ester

Guidance literature:: With ammonium perchlorate; lithium perchlorate; In ethanol; water; acetonitrile; Ambient temperature; electroreduction (lead cathode, platinum anode);
DOI:10.1246/bcsj.59.3975

Reference yield: 66.0%

: 10209-12-8
potassium (6R,7R)-3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 100-39-0
benzyl bromide

: 36746-17-5
benzyl (6R,7R)-3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Guidance literature:: In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1007/s00706-014-1152-6

Reference yield:

: 22252-43-3,26395-99-3,70287-30-8,72059-35-9
3-deacetyloxy-7-aminocephalosporanic acid

: 36746-17-5
benzyl (6R,7R)-3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate / water; acetone / 0.35 h / 10 - 15 °C

1.2: 10 - 15 °C / pH 2

2.1: potassium 2-ethylhexanoate / butan-1-ol / 0.08 h

3.1: N,N-dimethyl-formamide / 12 h / 20 °C

With sodium hydrogencarbonate; potassium 2-ethylhexanoate; In water; N,N-dimethyl-formamide; acetone; butan-1-ol;
DOI:10.1007/s00706-014-1152-6