1,2-Pyrrolidinedicarboxylic acid, 4-[[[(2S,4R)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-1-[(phenylmethoxy) carbonyl]-2-pyrrolidinyl]carbonyl]amino]-, 2-methyl 1-(phenylmethyl) ester, (2S,4R)-

Base Information

Chemical Name:1,2-Pyrrolidinedicarboxylic acid, 4-[[[(2S,4R)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-1-[(phenylmethoxy) carbonyl]-2-pyrrolidinyl]carbonyl]amino]-, 2-methyl 1-(phenylmethyl) ester, (2S,4R)-
CAS No.:489453-06-7
Molecular Formula:C32H40N4O9
Molecular Weight:624.691
Hs Code.:

1,2-Pyrrolidinedicarboxylic acid,
4-[[[(2S,4R)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-1-[(phenylmethoxy)
carbonyl]-2-pyrrolidinyl]carbonyl]amino]-, 2-methyl 1-(phenylmethyl)
ester, (2S,4R)-

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Chemical Property of 1,2-Pyrrolidinedicarboxylic acid, 4-[[[(2S,4R)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-1-[(phenylmethoxy) carbonyl]-2-pyrrolidinyl]carbonyl]amino]-, 2-methyl 1-(phenylmethyl) ester, (2S,4R)-

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Technology Process of 1,2-Pyrrolidinedicarboxylic acid, 4-[[[(2S,4R)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-1-[(phenylmethoxy) carbonyl]-2-pyrrolidinyl]carbonyl]amino]-, 2-methyl 1-(phenylmethyl) ester, (2S,4R)-

There total 3 articles about 1,2-Pyrrolidinedicarboxylic acid, 4-[[[(2S,4R)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-1-[(phenylmethoxy) carbonyl]-2-pyrrolidinyl]carbonyl]amino]-, 2-methyl 1-(phenylmethyl) ester, (2S,4R)- 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: 94.0%

: 762233-34-1,739360-84-0
1-benzyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate

: (2S,4R)-4-tert-Butoxycarbonylamino-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-(2,5-dioxo-pyrrolidin-1-yl) ester

: 489453-06-7
(2S,4R)-4-[((2S,4R)-1-Benzyloxycarbonyl-4-tert-butoxycarbonylamino-pyrrolidine-2-carbonyl)-amino]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: In ethyl acetate; at 20 ℃; for 12h;
DOI:10.1002/ejoc.200400243

Reference yield:

: 393524-17-9
(2S,4R)-4-tert-Butoxycarbonylamino-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

: 1212395-57-7,489446-77-7
methyl (2S,4R)-4-amino-1-[benzyloxycarbonyl]pyrrolidine-2-carboxylate hydrochloride

: 489453-06-7
(2S,4R)-4-[((2S,4R)-1-Benzyloxycarbonyl-4-tert-butoxycarbonylamino-pyrrolidine-2-carbonyl)-amino]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 25 ℃;
DOI:10.1016/S0960-894X(02)00467-5

Reference yield:

: 189215-90-5
1-benzyl 2-methyl (2S,4R)-4-(tert-butoxycarbonylamino)pyrrolidine-1,2-dicarboxylate

: 489453-06-7
(2S,4R)-4-[((2S,4R)-1-Benzyloxycarbonyl-4-tert-butoxycarbonylamino-pyrrolidine-2-carbonyl)-amino]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: aq. LiOH / methanol; tetrahydrofuran

2: EDCI; HOBt / dimethylformamide / 25 °C

With lithium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(02)00467-5