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

Base Information

Chemical Name:(2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester
CAS No.:1026917-85-0
Molecular Formula:C₁₇H₂₃NO₅
Molecular Weight:321.373
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 5 articles about (2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-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:

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

: 1026917-85-0
(2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Guidance literature:: With lithium hydroxide; In 1,4-dioxane; at 0 - 20 ℃;
DOI:10.1248/cpb.48.740

Reference yield:

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

: 1026917-85-0
(2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 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

5.1: aq. LiOH / dioxane / 0 - 20 °C

With lithium hydroxide; 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; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; ethyl acetate; 1.1: Oxidation / 2.1: Enolization / 2.2: Triflation / 3.1: Arylation / 4.1: Catalytic hydrogenation / 5.1: Hydrolysis;
DOI:10.1248/cpb.48.740

Reference yield:

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

: 1026917-85-0
(2S,4R)-4-(2-Methoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 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

4.1: aq. LiOH / dioxane / 0 - 20 °C

With lithium hydroxide; trans benzyl(chloro)bis(triphenylphosphine)palladium(II); hydrogen; sodium carbonate; lithium chloride; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethyl acetate; 1.1: Enolization / 1.2: Triflation / 2.1: Arylation / 3.1: Catalytic hydrogenation / 4.1: Hydrolysis;
DOI:10.1248/cpb.48.740