(2S,3R)-3-(3-carboxy-5-hydroxyphenyl)pyrrolidine-2-carboxylic acid trifluoroacetic acid

Base Information

Chemical Name:(2S,3R)-3-(3-carboxy-5-hydroxyphenyl)pyrrolidine-2-carboxylic acid trifluoroacetic acid
CAS No.:1622235-69-1
Molecular Formula:C₂HF₃O₂*C₁₂H₁₃NO₅
Molecular Weight:365.263
Hs Code.:

Synonyms:(2S,3R)-3-(3-carboxy-5-hydroxyphenyl)pyrrolidine-2-carboxylic acid trifluoroacetic acid

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Chemical Property of (2S,3R)-3-(3-carboxy-5-hydroxyphenyl)pyrrolidine-2-carboxylic acid trifluoroacetic acid

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Technology Process of (2S,3R)-3-(3-carboxy-5-hydroxyphenyl)pyrrolidine-2-carboxylic acid trifluoroacetic acid

There total 14 articles about (2S,3R)-3-(3-carboxy-5-hydroxyphenyl)pyrrolidine-2-carboxylic acid trifluoroacetic 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: 44.0%

: 1622235-66-8
(2S,3R)-3-(3-(benzyloxy)-5-carboxyphenyl)pyrrolidine-2-carboxylic acid hydrochloride

: 76-05-1
trifluoroacetic acid

: 1622235-69-1
(2S,3R)-3-(3-carboxy-5-hydroxyphenyl)pyrrolidine-2-carboxylic acid trifluoroacetic acid

Guidance literature:: (2S,3R)-3-(3-(benzyloxy)-5-carboxyphenyl)pyrrolidine-2-carboxylic acid hydrochloride; With palladium on activated charcoal; hydrogen; acetic acid; for 144h; Inert atmosphere;

trifluoroacetic acid; In water; acetonitrile;

Reference yield:

: 17342-08-4
(S)-Pyroglutaminol

: 1622235-69-1
(2S,3R)-3-(3-carboxy-5-hydroxyphenyl)pyrrolidine-2-carboxylic acid trifluoroacetic acid

Guidance literature:: Multi-step reaction with 9 steps

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

2.1: dmap / acetonitrile / 0 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

3.2: 0.75 h / -78 °C

3.3: 1.41 h / 0 - 20 °C

4.1: tert.-butyl lithium / diethyl ether / 0.75 h / -78 °C / Inert atmosphere

4.2: 0.42 h / -78 - -42 °C / Inert atmosphere

5.1: borane-THF / tetrahydrofuran / 20.08 h / Inert atmosphere; Reflux

5.2: 0.5 h / 0 °C / Inert atmosphere

5.3: 1.33 h / 20 °C / Inert atmosphere

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

7.1: sodium periodate; ruthenium(III) trichloride hydrate / water; ethyl acetate; acetonitrile / 2.08 h / 0 °C

8.1: acetic acid; hydrogenchloride / diethyl ether / 18 h / 20 °C / Inert atmosphere

9.1: acetic acid; palladium on activated charcoal; hydrogen / 144 h / Inert atmosphere

With 1H-imidazole; hydrogenchloride; dmap; sodium periodate; borane-THF; ruthenium(III) trichloride hydrate; palladium on activated charcoal; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; acetonitrile;

Reference yield:

: 81658-26-6
tert-butyl (S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxopyrrolidin-1-carboxylate

: 1622235-69-1
(2S,3R)-3-(3-carboxy-5-hydroxyphenyl)pyrrolidine-2-carboxylic acid trifluoroacetic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

1.2: 0.75 h / -78 °C

1.3: 1.41 h / 0 - 20 °C

2.1: tert.-butyl lithium / diethyl ether / 0.75 h / -78 °C / Inert atmosphere

2.2: 0.42 h / -78 - -42 °C / Inert atmosphere

3.1: borane-THF / tetrahydrofuran / 20.08 h / Inert atmosphere; Reflux

3.2: 0.5 h / 0 °C / Inert atmosphere

3.3: 1.33 h / 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C

5.1: sodium periodate; ruthenium(III) trichloride hydrate / water; ethyl acetate; acetonitrile / 2.08 h / 0 °C

6.1: acetic acid; hydrogenchloride / diethyl ether / 18 h / 20 °C / Inert atmosphere

7.1: acetic acid; palladium on activated charcoal; hydrogen / 144 h / Inert atmosphere

With hydrogenchloride; sodium periodate; borane-THF; ruthenium(III) trichloride hydrate; palladium on activated charcoal; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; water; ethyl acetate; acetonitrile;