(2R,4R,5S)-5-(4-chlorophenyl)-pyrrolidine-2,4-dicarboxylicacid 4-tert-butyl ester 2-methyl ester

Base Information

Chemical Name:(2R,4R,5S)-5-(4-chlorophenyl)-pyrrolidine-2,4-dicarboxylicacid 4-tert-butyl ester 2-methyl ester
CAS No.:1166397-84-7
Molecular Formula:C₁₇H₂₂ClNO₄
Molecular Weight:339.819
Hs Code.:

Synonyms:(2R,4R,5S)-5-(4-chlorophenyl)-pyrrolidine-2,4-dicarboxylicacid 4-tert-butyl ester 2-methyl ester

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Chemical Property of (2R,4R,5S)-5-(4-chlorophenyl)-pyrrolidine-2,4-dicarboxylicacid 4-tert-butyl ester 2-methyl ester

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Technology Process of (2R,4R,5S)-5-(4-chlorophenyl)-pyrrolidine-2,4-dicarboxylicacid 4-tert-butyl ester 2-methyl ester

There total 3 articles about (2R,4R,5S)-5-(4-chlorophenyl)-pyrrolidine-2,4-dicarboxylicacid 4-tert-butyl ester 2-methyl 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: 60.0%

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 76862-09-4
methyl N-(4-chlorobenzylidene)glycinate

: 1166397-84-7
(2R,4R,5S)-5-(4-chlorophenyl)-pyrrolidine-2,4-dicarboxylicacid 4-tert-butyl ester 2-methyl ester

Guidance literature:: With copper(l) iodide; (22α)-21,22-dihydroxy-2,3-dimethoxy-21,22-dihydrostrychnidin-10-one; 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; at 0 - 25 ℃; for 22h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/anie.200903479

Reference yield:

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 76862-09-4
methyl N-(4-chlorobenzylidene)glycinate

: 1166397-84-7
(2R,4R,5S)-5-(4-chlorophenyl)-pyrrolidine-2,4-dicarboxylicacid 4-tert-butyl ester 2-methyl ester

: (2S,4S,5R)-5-(4-chlorophenyl)-pyrrolidine-2,4-dicarboxylicacid 4-tert-butyl ester 2-methyl ester

Guidance literature:: With C₄₉H₃₉FeNO₂P₂; silver(I) acetate; triethylamine; In diethyl ether; at -25 ℃; for 15h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1016/j.tetasy.2009.02.058

Reference yield:

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 76862-09-4
methyl N-(4-chlorobenzylidene)glycinate

: 1166397-84-7
(2R,4R,5S)-5-(4-chlorophenyl)-pyrrolidine-2,4-dicarboxylicacid 4-tert-butyl ester 2-methyl ester

: (2S,4S,5R)-5-(4-chlorophenyl)-pyrrolidine-2,4-dicarboxylicacid 4-tert-butyl ester 2-methyl ester

: C₁₇H₂₂ClNO₄

Guidance literature:: With tetrakis(acetonitrile)copper(I) perchlorate; C₃₄H₃₃FeN₂PS; triethylamine; In toluene; at 0 ℃; for 12h; Overall yield = 89 %; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2015.01.003