(6R,7R)-7-tert-Butoxycarbonylamino-3-{(E)-2-[(S)-2,2-dimethyl-3-(4-nitro-benzyloxycarbonyl)-oxazolidin-4-yl]-vinyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Base Information

Chemical Name:(6R,7R)-7-tert-Butoxycarbonylamino-3-{(E)-2-[(S)-2,2-dimethyl-3-(4-nitro-benzyloxycarbonyl)-oxazolidin-4-yl]-vinyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester
CAS No.:651059-33-5
Molecular Formula:C₃₅H₄₀N₄O₁₁S
Molecular Weight:724.789
Hs Code.:

(6R,7R)-7-tert-Butoxycarbonylamino-3-{(E)-2-[(S)-2,2-dimethyl-3-(4-nitro-benzyloxycarbonyl)-oxazolidin-4-yl]-vinyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Synonyms:(6R,7R)-7-tert-Butoxycarbonylamino-3-{(E)-2-[(S)-2,2-dimethyl-3-(4-nitro-benzyloxycarbonyl)-oxazolidin-4-yl]-vinyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

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Chemical Property of (6R,7R)-7-tert-Butoxycarbonylamino-3-{(E)-2-[(S)-2,2-dimethyl-3-(4-nitro-benzyloxycarbonyl)-oxazolidin-4-yl]-vinyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

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Technology Process of (6R,7R)-7-tert-Butoxycarbonylamino-3-{(E)-2-[(S)-2,2-dimethyl-3-(4-nitro-benzyloxycarbonyl)-oxazolidin-4-yl]-vinyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

There total 8 articles about (6R,7R)-7-tert-Butoxycarbonylamino-3-{(E)-2-[(S)-2,2-dimethyl-3-(4-nitro-benzyloxycarbonyl)-oxazolidin-4-yl]-vinyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl 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: 77.0%

: 651059-32-4
(R)-3-p-nitrobenzyloxycarbonyl-4-formyl-2,2-dimethyloxazolidine

: 4-methoxybenzyl 7β-t-butoxycarbonylamino-3-(methyldiphenylphosphonium)methyl-3-cephemcarboxylate iodide

: 651059-33-5
(6R,7R)-7-tert-Butoxycarbonylamino-3-{(E)-2-[(S)-2,2-dimethyl-3-(4-nitro-benzyloxycarbonyl)-oxazolidin-4-yl]-vinyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Guidance literature:: 4-methoxybenzyl 7β-t-butoxycarbonylamino-3-(methyldiphenylphosphonium)methyl-3-cephemcarboxylate iodide; With potassium trimethylsilonate; In chloroform; acetonitrile; for 0.5h; cooling;

(R)-3-p-nitrobenzyloxycarbonyl-4-formyl-2,2-dimethyloxazolidine; In dichloromethane; chloroform; acetonitrile; at 20 ℃; for 3h;
DOI:10.1021/ja038445l

Reference yield:

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

: 651059-33-5
(6R,7R)-7-tert-Butoxycarbonylamino-3-{(E)-2-[(S)-2,2-dimethyl-3-(4-nitro-benzyloxycarbonyl)-oxazolidin-4-yl]-vinyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 51 percent / N-trimethylsilylacetamide / CH₂Cl₂ / 20 °C

2.1: 4.5 g / NaI / butan-2-one / 20 °C

3.1: 68 percent / acetonitrile / 20 °C

4.1: potassium trimethylsilanoate / acetonitrile; CHCl₃ / 0.5 h / cooling

4.2: 77 percent / acetonitrile; CHCl₃; CH₂Cl₂ / 3 h / 20 °C

With potassium trimethylsilonate; N-Trimethylsilylacetamide; sodium iodide; In dichloromethane; chloroform; acetonitrile; butanone;
DOI:10.1021/ja038445l

Reference yield:

: 106773-36-8
4-methoxybenzyl-7-amino-3-chloromethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride

: 651059-33-5
(6R,7R)-7-tert-Butoxycarbonylamino-3-{(E)-2-[(S)-2,2-dimethyl-3-(4-nitro-benzyloxycarbonyl)-oxazolidin-4-yl]-vinyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 51 percent / N-trimethylsilylacetamide / CH₂Cl₂ / 20 °C

2.1: 4.5 g / NaI / butan-2-one / 20 °C

3.1: 68 percent / acetonitrile / 20 °C

4.1: potassium trimethylsilanoate / acetonitrile; CHCl₃ / 0.5 h / cooling

4.2: 77 percent / acetonitrile; CHCl₃; CH₂Cl₂ / 3 h / 20 °C

With potassium trimethylsilonate; N-Trimethylsilylacetamide; sodium iodide; In dichloromethane; chloroform; acetonitrile; butanone;
DOI:10.1021/ja038445l