(2S,3R,5R,7S)-1-aza-3-benzyloxy-7-phenoxymethylamido-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3R,5R,7S)-1-aza-3-benzyloxy-7-phenoxymethylamido-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid methyl ester
CAS No.:109317-16-0
Molecular Formula:C₂₃H₂₂N₂O₇S
Molecular Weight:470.503
Hs Code.:

Synonyms:(2S,3R,5R,7S)-1-aza-3-benzyloxy-7-phenoxymethylamido-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid methyl ester

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Chemical Property of (2S,3R,5R,7S)-1-aza-3-benzyloxy-7-phenoxymethylamido-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid methyl ester

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Technology Process of (2S,3R,5R,7S)-1-aza-3-benzyloxy-7-phenoxymethylamido-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid methyl ester

There total 4 articles about (2S,3R,5R,7S)-1-aza-3-benzyloxy-7-phenoxymethylamido-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid methyl 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: 34.0%

: 109317-14-8
(2S,5R,7S)-1-aza-7-phenoxymethylamido-8-oxo-4-thiabicyclo<3.3.0>-2-carboxylic acid methyl ester

: 94-36-0
dibenzoyl peroxide

: 109317-16-0
(2S,3R,5R,7S)-1-aza-3-benzyloxy-7-phenoxymethylamido-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid methyl ester

Guidance literature:: With copper diacetate; In benzene; at 70 ℃; for 2h;
DOI:10.1016/S0040-4020(01)89088-8

Reference yield:

: 109429-17-6
(2S,5R,7S)-1-aza-7-benzyloxycarbonylamino-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid methyl ester

: 109317-16-0
(2S,3R,5R,7S)-1-aza-3-benzyloxy-7-phenoxymethylamido-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 45 percent HBr; 2.) Et₃N / 1.) AcOH; 2.) dichloromethane

With hydrogen bromide; triethylamine;
DOI:10.1016/S0040-4039(00)84822-4

Reference yield:

: 58578-45-3
(2S)-2-(benzyloxycarbonylamino)-4-oxobutyric acid benzyl ester

: 109317-16-0
(2S,3R,5R,7S)-1-aza-3-benzyloxy-7-phenoxymethylamido-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 1.) 20 deg C, 3 h 2.) reflux, 15 h

2: 1.) 45percent HBr in AcOH 2.) Et₃N / 1.) CH₂Cl₂, 20 deg C, 0.5 h 2.) CH₂Cl₂, RT, 4 h

3: 34 percent / cupric acetate / benzene / 2 h / 70 °C

With hydrogen bromide; copper diacetate; triethylamine; In pyridine; benzene;
DOI:10.1016/S0040-4020(01)89088-8