(1S,2R)-2-(hydroxy(phenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(1S,2R)-2-(hydroxy(phenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:1147426-64-9
Molecular Formula:C₁₆H₂₃NO₃
Molecular Weight:277.364
Hs Code.:

Synonyms:(1S,2R)-2-(hydroxy(phenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (1S,2R)-2-(hydroxy(phenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (1S,2R)-2-(hydroxy(phenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester

There total 8 articles about (1S,2R)-2-(hydroxy(phenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl 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: 74.0%

: 86953-79-9
tert-butyl pyrrolidine-1-carboxylate

: 100-52-7
benzaldehyde

: 913642-88-3
(1R,2R)-2-(hydroxy(phenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester

: 1147426-64-9
(1S,2R)-2-(hydroxy(phenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: tert-butyl pyrrolidine-1-carboxylate; With sec.-butyllithium; (-)-sparteine; In diethyl ether; cyclohexane; at -78 ℃; for 3h; Inert atmosphere;

benzaldehyde; In diethyl ether; cyclohexane; at -78 - 20 ℃; for 18h; Inert atmosphere;

With water; ammonium chloride; In diethyl ether; cyclohexane; optical yield given as %ee; stereoselective reaction;
DOI:10.1021/ol900366m

Reference yield: 59.0%

: 86953-79-9
tert-butyl pyrrolidine-1-carboxylate

: 100-52-7
benzaldehyde

: 1147426-64-9
(1S,2R)-2-(hydroxy(phenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester

: (1SR,2SR)-2-(hydroxyphenylmethyl)pyrrolidine-1-carboxylic acid tert-butyl ester

: 1266251-94-8
(1R,2S)-2-(hydroxyphenylmethyl)pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: tert-butyl pyrrolidine-1-carboxylate; With sec.-butyllithium; (1R,2R)-N,N'-bis-(3,3-dimethyl-butyl)-N,N'-dimethyl-cyclohexane-1,2-diamine; In tetrahydrofuran; cyclohexane; at -78 ℃; for 3h; Inert atmosphere;

benzaldehyde; In tetrahydrofuran; cyclohexane; at -78 - 20 ℃; for 16h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja107672h

Reference yield: 58.0%

: 86953-79-9
tert-butyl pyrrolidine-1-carboxylate

: 100-52-7
benzaldehyde

: 913642-87-2
(1S,2S)-2-(hydroxy(phenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester

: 1147426-64-9
(1S,2R)-2-(hydroxy(phenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester

: 1266251-94-8
(1R,2S)-2-(hydroxyphenylmethyl)pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: tert-butyl pyrrolidine-1-carboxylate; With sec.-butyllithium; (1R,5S,11aS)-3-methyldecahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine; In diethyl ether; cyclohexane; at -78 ℃; for 3h; Inert atmosphere;

benzaldehyde; In diethyl ether; cyclohexane; at -78 - 20 ℃; for 16h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja107672h