(2R,4R)-4-Benzyl-3-(bis-ethoxycarbonyl-methylene)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

Base Information

Chemical Name:(2R,4R)-4-Benzyl-3-(bis-ethoxycarbonyl-methylene)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester
CAS No.:183874-58-0
Molecular Formula:C₂₆H₃₅NO₈
Molecular Weight:489.566
Hs Code.:

Synonyms:(2R,4R)-4-Benzyl-3-(bis-ethoxycarbonyl-methylene)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

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Chemical Property of (2R,4R)-4-Benzyl-3-(bis-ethoxycarbonyl-methylene)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

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Technology Process of (2R,4R)-4-Benzyl-3-(bis-ethoxycarbonyl-methylene)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

There total 4 articles about (2R,4R)-4-Benzyl-3-(bis-ethoxycarbonyl-methylene)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl 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: 82.0%

: 183874-57-9
(2R,3R,4R)-4-Benzyl-3-(bis-ethoxycarbonyl-phenylselanyl-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

: 183874-58-0
(2R,4R)-4-Benzyl-3-(bis-ethoxycarbonyl-methylene)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

Guidance literature:: With dihydrogen peroxide; In tetrahydrofuran; Ambient temperature;
DOI:10.1016/0957-4166(96)00336-9

Reference yield:

: 171038-43-0
ethyl (2S,4R)-N-BOC-4-benzylprolinate

: 183874-58-0
(2R,4R)-4-Benzyl-3-(bis-ethoxycarbonyl-methylene)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LiHMDS, 2.) PhSeCl / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 12 h

2: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 7 h

3: 1.) LiHMDS / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, overnight

4: 82 percent / H₂O₂ / tetrahydrofuran / Ambient temperature

With Phenylselenyl chloride; dihydrogen peroxide; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1016/0957-4166(96)00336-9

Reference yield:

: 183874-51-3
(R)-4-Benzyl-4,5-dihydro-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

: 183874-58-0
(2R,4R)-4-Benzyl-3-(bis-ethoxycarbonyl-methylene)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 7 h

2: 1.) LiHMDS / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, overnight

3: 82 percent / H₂O₂ / tetrahydrofuran / Ambient temperature

With dihydrogen peroxide; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1016/0957-4166(96)00336-9