(2R,3S)-3-Benzyl-1-((R)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid ethyl ester

Base Information

Chemical Name:(2R,3S)-3-Benzyl-1-((R)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid ethyl ester
CAS No.:857858-99-2
Molecular Formula:C₂₂H₂₇NO₂
Molecular Weight:337.462
Hs Code.:

Synonyms:(2R,3S)-3-Benzyl-1-((R)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid ethyl ester

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Chemical Property of (2R,3S)-3-Benzyl-1-((R)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid ethyl ester

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Technology Process of (2R,3S)-3-Benzyl-1-((R)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid ethyl ester

There total 3 articles about (2R,3S)-3-Benzyl-1-((R)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid 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: 43.0%

: 591-50-4
iodobenzene

: 220426-78-8
[but-3-enyl-((1R)-phenyl-ethyl)-amino]-acetic acid ethyl ester

: 857858-99-2
(2R,3S)-3-Benzyl-1-((R)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid ethyl ester

Guidance literature:: [but-3-enyl-((1R)-phenyl-ethyl)-amino]-acetic acid ethyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

With zinc dibromide; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃;

iodobenzene; With tris-(o-tolyl)phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; at 20 ℃;
DOI:10.1055/s-2005-865225

Reference yield:

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 857858-99-2
(2R,3S)-3-Benzyl-1-((R)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 79 percent / K₂CO₃; NaI / dimethylformamide / 100 °C

2.1: 79 percent / K₂CO₃ / dimethylformamide / 20 °C

3.1: LDA / tetrahydrofuran / -78 °C

3.2: ZnBr₂ / tetrahydrofuran; diethyl ether / -78 - 20 °C

3.3: 43 percent / P(o-tolyl)3 / Pd₂dba3 / tetrahydrofuran; diethyl ether / 20 °C

With potassium carbonate; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-2005-865225

Reference yield:

: 177944-16-0
(R)-N-(but-3-en-1-yl)-N-(α-methylbenzyl)amine

: 857858-99-2
(2R,3S)-3-Benzyl-1-((R)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 79 percent / K₂CO₃ / dimethylformamide / 20 °C

2.1: LDA / tetrahydrofuran / -78 °C

2.2: ZnBr₂ / tetrahydrofuran; diethyl ether / -78 - 20 °C

2.3: 43 percent / P(o-tolyl)3 / Pd₂dba3 / tetrahydrofuran; diethyl ether / 20 °C

With potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-2005-865225