(2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Base Information

Chemical Name:(2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester
CAS No.:1027555-83-4
Molecular Formula:C₁₈H₂₅NO₅
Molecular Weight:335.4
Hs Code.:

Synonyms:(2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

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Chemical Property of (2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

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Technology Process of (2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

There total 4 articles about (2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-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: 100.0%

: 1026537-24-5
4-(2-methoxy-phenyl)-2,3-dihydro-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 1027555-83-4
(2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate;
DOI:10.1248/cpb.48.740

Reference yield:

: 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

: 1027555-83-4
(2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

2.1: LiN[Si(CH₃)3]2 / tetrahydrofuran / -78 °C

2.2: 30 percent / tetrahydrofuran / -78 - 20 °C

3.1: (PhCH₂)(Cl)Pd(PPh₃)2; LiCl; aq. Na₂CO₃ / 1,2-dimethoxy-ethane / 86 °C

4.1: 100 percent / H₂ / 5 percent Pd/C / ethyl acetate

With oxalyl dichloride; trans benzyl(chloro)bis(triphenylphosphine)palladium(II); hydrogen; sodium carbonate; dimethyl sulfoxide; triethylamine; lithium chloride; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; ethyl acetate; 1.1: Oxidation / 2.1: Enolization / 2.2: Triflation / 3.1: Arylation / 4.1: Catalytic hydrogenation;
DOI:10.1248/cpb.48.740

Reference yield:

: 102195-80-2
(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

: 1027555-83-4
(2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: LiN[Si(CH₃)3]2 / tetrahydrofuran / -78 °C

1.2: 30 percent / tetrahydrofuran / -78 - 20 °C

2.1: (PhCH₂)(Cl)Pd(PPh₃)2; LiCl; aq. Na₂CO₃ / 1,2-dimethoxy-ethane / 86 °C

3.1: 100 percent / H₂ / 5 percent Pd/C / ethyl acetate

With trans benzyl(chloro)bis(triphenylphosphine)palladium(II); hydrogen; sodium carbonate; lithium chloride; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; ethyl acetate; 1.1: Enolization / 1.2: Triflation / 2.1: Arylation / 3.1: Catalytic hydrogenation;
DOI:10.1248/cpb.48.740