(2S,4S)-4-Amino-1-benzyl-pyrrolidine-2,4-dicarboxylic acid diethyl ester

Base Information

Chemical Name:(2S,4S)-4-Amino-1-benzyl-pyrrolidine-2,4-dicarboxylic acid diethyl ester
CAS No.:178963-36-5
Molecular Formula:C₁₇H₂₄N₂O₄
Molecular Weight:320.389
Hs Code.:

Synonyms:(2S,4S)-4-Amino-1-benzyl-pyrrolidine-2,4-dicarboxylic acid diethyl ester

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Chemical Property of (2S,4S)-4-Amino-1-benzyl-pyrrolidine-2,4-dicarboxylic acid diethyl ester

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Technology Process of (2S,4S)-4-Amino-1-benzyl-pyrrolidine-2,4-dicarboxylic acid diethyl ester

There total 6 articles about (2S,4S)-4-Amino-1-benzyl-pyrrolidine-2,4-dicarboxylic acid diethyl 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:

: 103667-57-8
(2S,4R)-ethyl N¹-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate

: 178963-36-5
(2S,4S)-4-Amino-1-benzyl-pyrrolidine-2,4-dicarboxylic acid diethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 5percent Pd/C / ethanol / 2.5 h / 3102.9 Torr / Ambient temperature

2: i-Pr₂NEt / ethanol / Ambient temperature

3: 94 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 2 h / -78 °C

4: ethanol; H₂O / 55 °C

5: 1.) aq. NaOH, 2.) SOCl₂ / 1.) reflux, 5 d, 2.) reflux, 3 d

With sodium hydroxide; thionyl chloride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; water;
DOI:10.1021/jm9601765

Reference yield:

: 13504-85-3
(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

: 178963-36-5
(2S,4S)-4-Amino-1-benzyl-pyrrolidine-2,4-dicarboxylic acid diethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / Et₃N / acetonitrile / 55 °C

2: H₂ / 5percent Pd/C / ethanol / 2.5 h / 3102.9 Torr / Ambient temperature

3: i-Pr₂NEt / ethanol / Ambient temperature

4: 94 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 2 h / -78 °C

5: ethanol; H₂O / 55 °C

6: 1.) aq. NaOH, 2.) SOCl₂ / 1.) reflux, 5 d, 2.) reflux, 3 d

With sodium hydroxide; thionyl chloride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jm9601765

Reference yield:

: 154342-89-9
(2S)-ethyl N¹-benzyl-4-oxopyrrolidine-2-carboxylate

: 178963-36-5
(2S,4S)-4-Amino-1-benzyl-pyrrolidine-2,4-dicarboxylic acid diethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: ethanol; H₂O / 55 °C

2: 1.) aq. NaOH, 2.) SOCl₂ / 1.) reflux, 5 d, 2.) reflux, 3 d

With sodium hydroxide; thionyl chloride; In ethanol; water;
DOI:10.1021/jm9601765