1-Pyrrolidinecarboxylic acid, 4-mercapto-2-[[3-[[[(4-nitrophenyl)methoxy]carbonyl]amino]-1-azetidinyl] carbonyl]-, (4-nitrophenyl)methyl ester, (2S,4S)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 4-mercapto-2-[[3-[[[(4-nitrophenyl)methoxy]carbonyl]amino]-1-azetidinyl] carbonyl]-, (4-nitrophenyl)methyl ester, (2S,4S)-
CAS No.:153836-28-3
Molecular Formula:C24H25N5O9S
Molecular Weight:559.557
Hs Code.:

1-Pyrrolidinecarboxylic acid,
4-mercapto-2-[[3-[[[(4-nitrophenyl)methoxy]carbonyl]amino]-1-azetidinyl]
carbonyl]-, (4-nitrophenyl)methyl ester, (2S,4S)-

Synonyms:

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 4-mercapto-2-[[3-[[[(4-nitrophenyl)methoxy]carbonyl]amino]-1-azetidinyl] carbonyl]-, (4-nitrophenyl)methyl ester, (2S,4S)-

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Purity/Quality:

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Technology Process of 1-Pyrrolidinecarboxylic acid, 4-mercapto-2-[[3-[[[(4-nitrophenyl)methoxy]carbonyl]amino]-1-azetidinyl] carbonyl]-, (4-nitrophenyl)methyl ester, (2S,4S)-

There total 4 articles about 1-Pyrrolidinecarboxylic acid, 4-mercapto-2-[[3-[[[(4-nitrophenyl)methoxy]carbonyl]amino]-1-azetidinyl] carbonyl]-, (4-nitrophenyl)methyl ester, (2S,4S)- 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:

: 1493-13-6
trifluorormethanesulfonic acid

: 107-06-2,52399-93-6
1,2-dichloro-ethane

: 153836-27-2
(2S,4S)-4-(4-Methoxybenzylthio)-2-[3-[4-nitrobenzyloxycarbonylamino)azetidin-1-ylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

: 153836-28-3
(2S,4S)-4-mercapto-2-[3-(4-nitrobenzyloxycarbonylamino)azetidin-1-ylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Guidance literature:: With sodium chloride; sodium hydrogencarbonate; trifluoroacetic acid; In methoxybenzene;

Reference yield:

: 153836-27-2
(2S,4S)-4-(4-Methoxybenzylthio)-2-[3-[4-nitrobenzyloxycarbonylamino)azetidin-1-ylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

: 153836-28-3
(2S,4S)-4-mercapto-2-[3-(4-nitrobenzyloxycarbonylamino)azetidin-1-ylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Guidance literature:: With trifluorormethanesulfonic acid; methoxybenzene; In trifluoroacetic acid; at 20 ℃; for 1h;
DOI:10.7164/antibiotics.54.1080

Reference yield:

: 147082-06-2
(2S,4S)-4-(4-methoxybenzylthio)-1-(4-nitrobenzyloxycarbonyl)-2-pyrrolidinecarboxylic acid

: 153836-28-3
(2S,4S)-4-mercapto-2-[3-(4-nitrobenzyloxycarbonylamino)azetidin-1-ylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,N'-carbonyldiimidazole / acetonitrile / 1 h / 40 °C

1.2: 2.56 g / diisopropylethylamine / methanol; acetonitrile / 1 h / 20 °C

2.1: 0.64 g / diisopropylethylamine / CH₂Cl₂ / 1 h / cooling

3.1: 0.44 g / anisole; trifluoromethanesulfonic acid / trifluoroacetic acid / 1 h / 20 °C

With trifluorormethanesulfonic acid; methoxybenzene; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; In dichloromethane; acetonitrile; trifluoroacetic acid;
DOI:10.7164/antibiotics.54.1080