(2S,4S)-4-(2-tert-butoxycarbonylaminoethyl)pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Base Information

Chemical Name:(2S,4S)-4-(2-tert-butoxycarbonylaminoethyl)pyrrolidine-1,2-dicarboxylic acid dibenzyl ester
CAS No.:903518-07-0
Molecular Formula:C₂₇H₃₄N₂O₆
Molecular Weight:482.577
Hs Code.:

Synonyms:(2S,4S)-4-(2-tert-butoxycarbonylaminoethyl)pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

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Chemical Property of (2S,4S)-4-(2-tert-butoxycarbonylaminoethyl)pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

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Technology Process of (2S,4S)-4-(2-tert-butoxycarbonylaminoethyl)pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

There total 7 articles about (2S,4S)-4-(2-tert-butoxycarbonylaminoethyl)pyrrolidine-1,2-dicarboxylic acid dibenzyl 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: 78.0%

: 903518-05-8
(2S)-4-cyanomethyl-2,5-dihydropyrrole-1,2-dicarboxylic acid dibenzyl ester

: 24424-99-5
di-tert-butyl dicarbonate

: 903518-07-0
(2S,4S)-4-(2-tert-butoxycarbonylaminoethyl)pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Guidance literature:: With hydrogen; platinum(IV) oxide; In methanol; for 48h;
DOI:10.1021/jo060210f

Reference yield:

: 13500-53-3
N-benzyloxycarbonyl-(2S,4R)-4-hydroxyproline benzyl ester

: 903518-07-0
(2S,4S)-4-(2-tert-butoxycarbonylaminoethyl)pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 82 percent / DMSO; (CF₃CO)2O; Et₃N / CH₂Cl₂ / -78 - 20 °C

2.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: tetrahydrofuran / -78 - 20 °C

3.1: 78 percent / H₂ / PtO₂ / methanol / 48 h

With hydrogen; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; lithium hexamethyldisilazane; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo060210f

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 903518-07-0
(2S,4S)-4-(2-tert-butoxycarbonylaminoethyl)pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaOH / H₂O / 5 h

2.1: 56 percent / NaHCO₃; NaI / dimethylformamide / 20 °C

3.1: 82 percent / DMSO; (CF₃CO)2O; Et₃N / CH₂Cl₂ / -78 - 20 °C

4.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C

4.2: tetrahydrofuran / -78 - 20 °C

5.1: 78 percent / H₂ / PtO₂ / methanol / 48 h

With sodium hydroxide; hydrogen; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; sodium iodide; lithium hexamethyldisilazane; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo060210f