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

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 4-[[(4-methoxyphenyl)methyl]thio]-2-[[3-[[[(4-nitrophenyl)methoxy]carbon yl]amino]-1-azetidinyl]carbonyl]-, (4-nitrophenyl)methyl ester, (2S,4S)-
CAS No.:153836-27-2
Molecular Formula:C32H33N5O10S
Molecular Weight:679.708
Hs Code.:
Mol file:153836-27-2.mol

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

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

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

There total 3 articles about 1-Pyrrolidinecarboxylic acid, 4-[[(4-methoxyphenyl)methyl]thio]-2-[[3-[[[(4-nitrophenyl)methoxy]carbon yl]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:

: 4457-32-3
4-nitrobenzyl chloroformate

: 153836-26-1
(2S,4S)-2-(3-aminoazetidin-1-ylcarbonyl)-4-(4-methoxybenzylthio)-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

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

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h; cooling;
DOI:10.7164/antibiotics.54.1080

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

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