(6R,7S)-7-tert-Butoxycarbonylamino-3-(2-furan-2-yl-thiazol-4-yl)-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Base Information

Chemical Name:(6R,7S)-7-tert-Butoxycarbonylamino-3-(2-furan-2-yl-thiazol-4-yl)-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester
CAS No.:159267-51-3
Molecular Formula:C₂₇H₂₆N₄O₈S
Molecular Weight:566.591
Hs Code.:

Synonyms:(6R,7S)-7-tert-Butoxycarbonylamino-3-(2-furan-2-yl-thiazol-4-yl)-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

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Chemical Property of (6R,7S)-7-tert-Butoxycarbonylamino-3-(2-furan-2-yl-thiazol-4-yl)-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

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Technology Process of (6R,7S)-7-tert-Butoxycarbonylamino-3-(2-furan-2-yl-thiazol-4-yl)-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

There total 7 articles about (6R,7S)-7-tert-Butoxycarbonylamino-3-(2-furan-2-yl-thiazol-4-yl)-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-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: 99.0%

: 17572-09-7
2-furanthioamide

: 138038-53-6
p-nitrobenzyl 7β-t-butoxycarbonylamino-1-carba(1-dethia)-3-(2-bromomethylcarbonyl)-3-cephem-4-carboxylate

: 159267-51-3
(6R,7S)-7-tert-Butoxycarbonylamino-3-(2-furan-2-yl-thiazol-4-yl)-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: In 1,1,2-trichloroethane; isopropyl alcohol; at 65 ℃; for 3h;
DOI:10.7164/antibiotics.47.1052

Reference yield:

: 108493-71-6
p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate

: 159267-51-3
(6R,7S)-7-tert-Butoxycarbonylamino-3-(2-furan-2-yl-thiazol-4-yl)-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 74 percent / LiCl / dichloropalladium(II) diacetonitrilate / dimethylformamide / 1 h / Ambient temperature

2: 1.0M Br₂, 2,6-lutidine / CH₂Cl₂; CCl₄

3: 91 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / Ambient temperature

4: 87 percent / 1.0M LiOH / tetrahydrofuran / 0.5 h / ultrasonic irradiation

5: 100 percent / H₂O, AcOH / acetonitrile / 2 h

6: 99 percent / propan-2-ol; 1,1,2-trichloro-ethane / 3 h / 65 °C

With 2,6-dimethylpyridine; dmap; lithium hydroxide; water; bromine; acetic acid; lithium chloride; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; tetrachloromethane; dichloromethane; 1,1,2-trichloroethane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.7164/antibiotics.47.1052

Reference yield:

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

: 159267-51-3
(6R,7S)-7-tert-Butoxycarbonylamino-3-(2-furan-2-yl-thiazol-4-yl)-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: 87 percent / 1.0M LiOH / tetrahydrofuran / 0.5 h / ultrasonic irradiation

3: 100 percent / H₂O, AcOH / acetonitrile / 2 h

4: 99 percent / propan-2-ol; 1,1,2-trichloro-ethane / 3 h / 65 °C

With dmap; lithium hydroxide; water; acetic acid; In tetrahydrofuran; dichloromethane; 1,1,2-trichloroethane; isopropyl alcohol; acetonitrile;
DOI:10.7164/antibiotics.47.1052