1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-[(methylsulfonyl)amino]phenyl]-1,2,4-oxadiazol-5-yl]-1-oxobutyl]pyrrolidine

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Chemical Name:1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-[(methylsulfonyl)amino]phenyl]-1,2,4-oxadiazol-5-yl]-1-oxobutyl]pyrrolidine
CAS No.:869587-03-1
Molecular Formula:C₂₂H₃₀ClN₅O₆S
Molecular Weight:528.029
Hs Code.:

Synonyms:1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-[(methylsulfonyl)amino]phenyl]-1,2,4-oxadiazol-5-yl]-1-oxobutyl]pyrrolidine

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Chemical Property of 1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-[(methylsulfonyl)amino]phenyl]-1,2,4-oxadiazol-5-yl]-1-oxobutyl]pyrrolidine

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Technology Process of 1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-[(methylsulfonyl)amino]phenyl]-1,2,4-oxadiazol-5-yl]-1-oxobutyl]pyrrolidine

There total 8 articles about 1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-[(methylsulfonyl)amino]phenyl]-1,2,4-oxadiazol-5-yl]-1-oxobutyl]pyrrolidine 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:

: 869587-02-0
(2S,3S)-3-[(tert-butoxycarbonyl)aminol-2-methy]-4-oxo-4-pyrrolidin-1-ylbutanoic acid

: 2-chloro-N'-hydroxy-4-[(methylsulfonyl)amino]benzenecarboximidamide

: 869587-03-1
1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-[(methylsulfonyl)amino]phenyl]-1,2,4-oxadiazol-5-yl]-1-oxobutyl]pyrrolidine

Guidance literature:: (2S,3S)-3-[(tert-butoxycarbonyl)aminol-2-methy]-4-oxo-4-pyrrolidin-1-ylbutanoic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; for 1h;

2-chloro-N'-hydroxy-4-[(methylsulfonyl)amino]benzenecarboximidamide; In dichloromethane; at 20 ℃; for 2h;

In toluene; at 110 ℃; for 12h;

Reference yield:

: 2-chloro-N-hydroxy-4-methanesulfonylamino-benzamidine

: 869587-02-0
(2S,3S)-3-[(tert-butoxycarbonyl)aminol-2-methy]-4-oxo-4-pyrrolidin-1-ylbutanoic acid

: 869587-03-1
1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-[(methylsulfonyl)amino]phenyl]-1,2,4-oxadiazol-5-yl]-1-oxobutyl]pyrrolidine

Guidance literature:: With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 20 - 110 ℃;
DOI:10.1016/j.bmcl.2006.07.061

Reference yield:

: 59768-74-0,124184-67-4
(S)-2-t-butoxycarbonylaminosuccinic acid 4-methyl ester

: 869587-03-1
1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-[(methylsulfonyl)amino]phenyl]-1,2,4-oxadiazol-5-yl]-1-oxobutyl]pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: EDC; HOBT; DIEA / dimethylformamide

2.1: potassium hexamethyldisilazide / tetrahydrofuran; toluene / -78 °C

2.2: toluene; tetrahydrofuran

3.1: aq. LiOH / tetrahydrofuran

4.1: 1,1'-carbonyldiimidazole / dimethylformamide / 20 - 110 °C

With lithium hydroxide; potassium hexamethylsilazane; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2006.07.061