(2S,4R)-4-(benzyloxy)-1-(2,2-diphenylacetyl)pyrrolidine-2-carboxylic acid

Base Information

Chemical Name:(2S,4R)-4-(benzyloxy)-1-(2,2-diphenylacetyl)pyrrolidine-2-carboxylic acid
CAS No.:1446652-29-4
Molecular Formula:C₂₆H₂₅NO₄
Molecular Weight:415.489
Hs Code.:

Synonyms:(2S,4R)-4-(benzyloxy)-1-(2,2-diphenylacetyl)pyrrolidine-2-carboxylic acid

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Chemical Property of (2S,4R)-4-(benzyloxy)-1-(2,2-diphenylacetyl)pyrrolidine-2-carboxylic acid

Chemical Property:

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Technology Process of (2S,4R)-4-(benzyloxy)-1-(2,2-diphenylacetyl)pyrrolidine-2-carboxylic acid

There total 6 articles about (2S,4R)-4-(benzyloxy)-1-(2,2-diphenylacetyl)pyrrolidine-2-carboxylic acid 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: 17.0%

: 1446653-92-4
C₂₇H₂₇NO₄

: 1446652-29-4
(2S,4R)-4-(benzyloxy)-1-(2,2-diphenylacetyl)pyrrolidine-2-carboxylic acid

Guidance literature:: C₂₇H₂₇NO₄; With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 5h;

With hydrogenchloride; In water; pH=2 - 3;

Reference yield:

: 51-35-4,30724-02-8
4R-4-hydroxyproline

: 1446652-29-4
(2S,4R)-4-(benzyloxy)-1-(2,2-diphenylacetyl)pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: thionyl chloride / 7 h / Reflux

2.1: triethylamine / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

3.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C

4.1: trifluoroacetic acid / dichloromethane / 5 h / 20 - 35 °C

4.2: pH 8

5.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 5 h / 0 - 20 °C

5.2: 0 - 20 °C

6.1: lithium hydroxide / water; tetrahydrofuran / 5 h / 20 °C

6.2: pH 2 - 3

With thionyl chloride; oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; mineral oil;

Reference yield:

: 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

: 1446652-29-4
(2S,4R)-4-(benzyloxy)-1-(2,2-diphenylacetyl)pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C

2.1: trifluoroacetic acid / dichloromethane / 5 h / 20 - 35 °C

2.2: pH 8

3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 5 h / 0 - 20 °C

3.2: 0 - 20 °C

4.1: lithium hydroxide / water; tetrahydrofuran / 5 h / 20 °C

4.2: pH 2 - 3

With oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; N,N-dimethyl-formamide; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; mineral oil;