(2S,3R)-3-(3-carboxy-4-methylphenyl)pyrrolidine-2-carboxylic acid hydrochloride

Base Information

Chemical Name:(2S,3R)-3-(3-carboxy-4-methylphenyl)pyrrolidine-2-carboxylic acid hydrochloride
CAS No.:1622235-89-5
Molecular Formula:C₁₃H₁₅NO₄*ClH
Molecular Weight:285.727
Hs Code.:

Synonyms:

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Chemical Property of (2S,3R)-3-(3-carboxy-4-methylphenyl)pyrrolidine-2-carboxylic acid hydrochloride

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Technology Process of (2S,3R)-3-(3-carboxy-4-methylphenyl)pyrrolidine-2-carboxylic acid hydrochloride

There total 7 articles about (2S,3R)-3-(3-carboxy-4-methylphenyl)pyrrolidine-2-carboxylic acid hydrochloride 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:

: C₁₈H₂₃NO₆

: 1622235-89-5
(2S,3R)-3-(3-carboxy-4-methylphenyl)pyrrolidine-2-carboxylic acid hydrochloride

Guidance literature:: C₁₈H₂₃NO₆; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2.5h;

With hydrogenchloride;
DOI:10.1021/acs.jmedchem.7b01624

Reference yield:

: 1338720-16-3
((5-bromo-2-methylbenzyl)oxy)(tert-butyl)dimethylsilane

: 1622235-89-5
(2S,3R)-3-(3-carboxy-4-methylphenyl)pyrrolidine-2-carboxylic acid hydrochloride

Guidance literature:: Multi-step reaction with 6 steps

1: potassium acetate; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere; Sealed tube

2: chloro(1,5-cyclooctadiene)rhodium(I) dimer; caesium carbonate; water / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

3: dimethylsulfide borane complex / tetrahydrofuran / 2.5 h / Reflux

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 23 h / 20 °C

5: sodium periodate; rhodium(III) chloride hydrate / water; acetonitrile; ethyl acetate / 0.5 h / 0 °C

6: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; sodium periodate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; rhodium(III) chloride hydrate; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; water; potassium acetate; caesium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/acs.jmedchem.7b01624

Reference yield:

: tert-butyldimethyl((2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)silane

: 1622235-89-5
(2S,3R)-3-(3-carboxy-4-methylphenyl)pyrrolidine-2-carboxylic acid hydrochloride

Guidance literature:: Multi-step reaction with 5 steps

1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; caesium carbonate; water / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

2: dimethylsulfide borane complex / tetrahydrofuran / 2.5 h / Reflux

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 23 h / 20 °C

4: sodium periodate; rhodium(III) chloride hydrate / water; acetonitrile; ethyl acetate / 0.5 h / 0 °C

5: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C

With sodium periodate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; rhodium(III) chloride hydrate; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; water; caesium carbonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/acs.jmedchem.7b01624