(2S,3R)-3-(4-carboxyphenyl)pyrrolidine-2-carboxylic acid

Base Information

Chemical Name:(2S,3R)-3-(4-carboxyphenyl)pyrrolidine-2-carboxylic acid
CAS No.:1622154-04-4
Molecular Formula:C₁₂H₁₃NO₄
Molecular Weight:235.24
Hs Code.:

Synonyms:(2S,3R)-3-(4-carboxyphenyl)pyrrolidine-2-carboxylic acid

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Chemical Property of (2S,3R)-3-(4-carboxyphenyl)pyrrolidine-2-carboxylic acid

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Technology Process of (2S,3R)-3-(4-carboxyphenyl)pyrrolidine-2-carboxylic acid

There total 10 articles about (2S,3R)-3-(4-carboxyphenyl)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: 74.0%

: C₁₇H₂₁NO₆

: 1622154-04-4
(2S,3R)-3-(4-carboxyphenyl)pyrrolidine-2-carboxylic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;

Reference yield:

: 17342-08-4
(S)-Pyroglutaminol

: 1622154-04-4
(2S,3R)-3-(4-carboxyphenyl)pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1H-imidazole / dichloromethane / 24 h / 20 °C

2.1: dmap / acetonitrile / 16 h / 20 °C

3.1: lithium hexamethyldisilazane; Phenylselenyl chloride / tetrahydrofuran / -78 °C

3.2: 0 - 20 °C

4.1: tert.-butyl lithium / diethyl ether / 0.58 h / -78 °C / Inert atmosphere

4.2: 1.92 h / -78 - -42 °C / Inert atmosphere

5.1: borane-THF / tetrahydrofuran / 18 h / Reflux; Inert atmosphere

5.2: 2 h / 0 °C

5.3: 2.5 h / 0 - 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

7.1: sodium periodate; ruthenium trichloride / ethyl acetate; water; acetonitrile / 1.83 h / 0 °C

8.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; ruthenium trichloride; sodium periodate; Phenylselenyl chloride; borane-THF; tetrabutyl ammonium fluoride; tert.-butyl lithium; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; acetonitrile;

Reference yield:

: 106191-02-0
(S)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-2-one

: 1622154-04-4
(2S,3R)-3-(4-carboxyphenyl)pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: dmap / acetonitrile / 16 h / 20 °C

2.1: lithium hexamethyldisilazane; Phenylselenyl chloride / tetrahydrofuran / -78 °C

2.2: 0 - 20 °C

3.1: tert.-butyl lithium / diethyl ether / 0.58 h / -78 °C / Inert atmosphere

3.2: 1.92 h / -78 - -42 °C / Inert atmosphere

4.1: borane-THF / tetrahydrofuran / 18 h / Reflux; Inert atmosphere

4.2: 2 h / 0 °C

4.3: 2.5 h / 0 - 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

6.1: sodium periodate; ruthenium trichloride / ethyl acetate; water; acetonitrile / 1.83 h / 0 °C

7.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C / Inert atmosphere

With dmap; ruthenium trichloride; sodium periodate; Phenylselenyl chloride; borane-THF; tetrabutyl ammonium fluoride; tert.-butyl lithium; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; acetonitrile;