Carbonic acid 5-{(5R,6S)-6-((R)-1-hydroxy-ethyl)-3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-en-2-yl}-tetrazol-1-ylmethyl ester 4-nitro-benzyl ester

Base Information

Chemical Name:Carbonic acid 5-{(5R,6S)-6-((R)-1-hydroxy-ethyl)-3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-en-2-yl}-tetrazol-1-ylmethyl ester 4-nitro-benzyl ester
CAS No.:88685-62-5
Molecular Formula:C₂₈H₂₈N₈O₁₁S
Molecular Weight:684.643
Hs Code.:

Carbonic acid 5-{(5R,6S)-6-((R)-1-hydroxy-ethyl)-3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-en-2-yl}-tetrazol-1-ylmethyl ester 4-nitro-benzyl ester

Synonyms:Carbonic acid 5-{(5R,6S)-6-((R)-1-hydroxy-ethyl)-3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-en-2-yl}-tetrazol-1-ylmethyl ester 4-nitro-benzyl ester

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Chemical Property of Carbonic acid 5-{(5R,6S)-6-((R)-1-hydroxy-ethyl)-3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-en-2-yl}-tetrazol-1-ylmethyl ester 4-nitro-benzyl ester

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Technology Process of Carbonic acid 5-{(5R,6S)-6-((R)-1-hydroxy-ethyl)-3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-en-2-yl}-tetrazol-1-ylmethyl ester 4-nitro-benzyl ester

There total 7 articles about Carbonic acid 5-{(5R,6S)-6-((R)-1-hydroxy-ethyl)-3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-en-2-yl}-tetrazol-1-ylmethyl ester 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:

: 50780-46-6
((((p-nitrobenzyl)oxy)carbonyl)oxy)methyl chloride

: 88685-62-5
Carbonic acid 5-{(5R,6S)-6-((R)-1-hydroxy-ethyl)-3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-en-2-yl}-tetrazol-1-ylmethyl ester 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 37 percent / triethylamine / acetonitrile / 1.) r.t., 16 h; 2.) 60 deg C, 1 h

2: 1.) lithium triethylcarboxide / 1.) THF, hexane, -78 deg C, 10 min; 2.) dichloromethane, dimethylformamide, -78 deg C, 45 min

3: trifluoroacetic acid / CH₂Cl₂ / 6 h / Ambient temperature

4: 0.72 g / hydrofluoric acid / acetonitrile / 18 h / -10 °C

With hydrogen fluoride; lithium 3-ethylpentan-3-olate; triethylamine; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/ja00318a042

Reference yield:

: 88670-04-6
(3S,4R)-1-tert-butyldimethylsilyl-3-<(R)-2-((tert-butyldimethylsilyl)oxy)ethyl>-2-oxo-azetidin-4-acetic acid

: 88685-62-5
Carbonic acid 5-{(5R,6S)-6-((R)-1-hydroxy-ethyl)-3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-en-2-yl}-tetrazol-1-ylmethyl ester 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) sodium carbonate; 2.) oxalyl chloride / 1.) THF, acetonitrile, 50 deg C, 1 h; 2.) dichloromethane, dimethylformamide, -15 deg C

2: 1.) lithium triethylcarboxide / 1.) THF, hexane, -78 deg C, 10 min; 2.) dichloromethane, dimethylformamide, -78 deg C, 45 min

3: trifluoroacetic acid / CH₂Cl₂ / 6 h / Ambient temperature

4: 0.72 g / hydrofluoric acid / acetonitrile / 18 h / -10 °C

With oxalyl dichloride; hydrogen fluoride; lithium 3-ethylpentan-3-olate; sodium carbonate; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/ja00318a042

Reference yield:

: 88728-84-1
(3S,4R)-1-(tert-butyldimethylsilyl)-3-<(R)-1-((tert-butyldimethylsilyl)oxy)ethyl>azetidin-2-one-4-acetyl chloride

: 88685-62-5
Carbonic acid 5-{(5R,6S)-6-((R)-1-hydroxy-ethyl)-3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-en-2-yl}-tetrazol-1-ylmethyl ester 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) lithium triethylcarboxide / 1.) THF, hexane, -78 deg C, 10 min; 2.) dichloromethane, dimethylformamide, -78 deg C, 45 min

2: trifluoroacetic acid / CH₂Cl₂ / 6 h / Ambient temperature

3: 0.72 g / hydrofluoric acid / acetonitrile / 18 h / -10 °C

With hydrogen fluoride; lithium 3-ethylpentan-3-olate; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/ja00318a042