(2S,3R)-Pyrrolidine-1,2,3-tricarboxylic acid 1-benzyl ester 3-methyl ester

Base Information

Chemical Name:(2S,3R)-Pyrrolidine-1,2,3-tricarboxylic acid 1-benzyl ester 3-methyl ester
CAS No.:177288-58-3
Molecular Formula:C₁₅H₁₇NO₆
Molecular Weight:307.303
Hs Code.:

Synonyms:(2S,3R)-Pyrrolidine-1,2,3-tricarboxylic acid 1-benzyl ester 3-methyl ester

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Chemical Property of (2S,3R)-Pyrrolidine-1,2,3-tricarboxylic acid 1-benzyl ester 3-methyl ester

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Technology Process of (2S,3R)-Pyrrolidine-1,2,3-tricarboxylic acid 1-benzyl ester 3-methyl ester

There total 4 articles about (2S,3R)-Pyrrolidine-1,2,3-tricarboxylic acid 1-benzyl ester 3-methyl 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: 100.0%

: 177288-57-2
(2S,3R)-Pyrrolidine-1,2,3-tricarboxylic acid 1-benzyl ester 2-tert-butyl ester 3-methyl ester

: 177288-58-3
(2S,3R)-Pyrrolidine-1,2,3-tricarboxylic acid 1-benzyl ester 3-methyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; a) -5 deg C, 30 min, b) RT, 20 h;
DOI:10.1021/jm9601009

Reference yield:

: 60079-12-1
β-Methyl α-tert-butyl (2S)-N-(benzyloxycarbonyl)aspartate

: 177288-58-3
(2S,3R)-Pyrrolidine-1,2,3-tricarboxylic acid 1-benzyl ester 3-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) lithium hexamethyldisilazide / 1.) THF, hexane, -35 deg C, 150 min, 2.) THF, hexane, -75 deg C, 18 h

2: 83 percent / OsO₄, NaIO₄ / methanol; H₂O; propan-2-ol / 1.25 h / Ambient temperature

3: 74 percent / Et₃SiH, TFA / CHCl₃ / 0.67 h / Ambient temperature

4: 100 percent / TFA / CH₂Cl₂ / a) -5 deg C, 30 min, b) RT, 20 h

With triethylsilane; sodium periodate; osmium(VIII) oxide; trifluoroacetic acid; lithium hexamethyldisilazane; In methanol; dichloromethane; chloroform; water; isopropyl alcohol;
DOI:10.1021/jm9601009

Reference yield:

: 123975-54-2
tert-butyl (2S,3R)-2-(benzyloxycarbonylamino)-3-carbomethoxyhex-5-enoate

: 177288-58-3
(2S,3R)-Pyrrolidine-1,2,3-tricarboxylic acid 1-benzyl ester 3-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / OsO₄, NaIO₄ / methanol; H₂O; propan-2-ol / 1.25 h / Ambient temperature

2: 74 percent / Et₃SiH, TFA / CHCl₃ / 0.67 h / Ambient temperature

3: 100 percent / TFA / CH₂Cl₂ / a) -5 deg C, 30 min, b) RT, 20 h

With triethylsilane; sodium periodate; osmium(VIII) oxide; trifluoroacetic acid; In methanol; dichloromethane; chloroform; water; isopropyl alcohol;
DOI:10.1021/jm9601009