(2S,5R,7S)-1-aza-7-t-butyloxycarbonylamino-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid p-nitrobenzyl ester

Base Information

Chemical Name:(2S,5R,7S)-1-aza-7-t-butyloxycarbonylamino-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid p-nitrobenzyl ester
CAS No.:125075-19-6
Molecular Formula:C₁₉H₂₃N₃O₇S
Molecular Weight:437.474
Hs Code.:

Synonyms:(2S,5R,7S)-1-aza-7-t-butyloxycarbonylamino-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid p-nitrobenzyl ester

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Chemical Property of (2S,5R,7S)-1-aza-7-t-butyloxycarbonylamino-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid p-nitrobenzyl ester

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Technology Process of (2S,5R,7S)-1-aza-7-t-butyloxycarbonylamino-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid p-nitrobenzyl ester

There total 5 articles about (2S,5R,7S)-1-aza-7-t-butyloxycarbonylamino-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid p-nitrobenzyl 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: 73.0%

: 125075-18-5
(3S,6S,7aR)-6-tert-Butoxycarbonylamino-5-oxo-hexahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 125075-19-6
(2S,5R,7S)-1-aza-7-t-butyloxycarbonylamino-8-oxo-4-thiabicyclo<3.3.0>octane-2-carboxylic acid p-nitrobenzyl ester

Guidance literature:: With potassium hydrogencarbonate; sodium sulfate; potassium iodide; In N,N-dimethyl-formamide; for 72h;
DOI:10.1016/S0040-4020(01)89088-8

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 123457-13-6,123536-96-9,125075-19-6
p-nitrobenzyl (2S*,5R*,7S*)-7-<<(1,1-dimethylethoxy)carbonyl>amino>-8-oxo-4-thia-1-azabicyclo<3.3.0>octane-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 108.6 g / NaOH / H₂O; diethyl ether / 2 h

2: dimethylformamide / 72 h / Ambient temperature

3: 68.8 g / NaOAc / acetic acid / 24 h / Ambient temperature

4: NaHCO₃ / dimethylformamide / 48 h / Ambient temperature

With sodium hydroxide; sodium acetate; sodium hydrogencarbonate; In diethyl ether; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80055-7

Reference yield:

: 106928-50-1
methyl 2-[(tert-butoxycarbonyl)amino]pent-4-enoate

: 123457-13-6,123536-96-9,125075-19-6
p-nitrobenzyl (2S*,5R*,7S*)-7-<<(1,1-dimethylethoxy)carbonyl>amino>-8-oxo-4-thia-1-azabicyclo<3.3.0>octane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 68.8 g / NaOAc / acetic acid / 24 h / Ambient temperature

2: NaHCO₃ / dimethylformamide / 48 h / Ambient temperature

With sodium acetate; sodium hydrogencarbonate; In acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80055-7