2-phenyl pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Base Information

Chemical Name:2-phenyl pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester
CAS No.:1364781-17-8
Molecular Formula:C₁₇H₂₃NO₄
Molecular Weight:305.374
Hs Code.:

Synonyms:2-phenyl pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

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Chemical Property of 2-phenyl pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

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Technology Process of 2-phenyl pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

There total 9 articles about 2-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: 82.0%

: 79-22-1
methyl chloroformate

: 174311-02-5
2-phenylpyrrolidine-1-carboxylic acid tert-butyl ester

: 1364781-17-8
2-phenyl pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Guidance literature:: 2-phenylpyrrolidine-1-carboxylic acid tert-butyl ester; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.0833333h; Inert atmosphere;

methyl chloroformate; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h; Inert atmosphere;
DOI:10.1021/ja211398b

Reference yield: 65.0%

: methyl 2-((tert-butoxycarbonyl)amino)-5-hydroxy-2-phenylpentanoate

: 1364781-17-8
2-phenyl pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 2h; Reflux;
DOI:10.1021/jacs.1c05701

Reference yield:

: 101-41-7
benzeneacetic acid methyl ester

: 1364781-17-8
2-phenyl pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4-toluenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0 - 20 °C

2.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; rhodium (II) octanoate dimer; caesium carbonate / acetonitrile / 9 h / 20 °C / Sealed tube; Inert atmosphere; Schlenk technique

3.1: dimethylsulfide borane complex / tetrahydrofuran / 1 h / 0 °C

3.2: 1 h / 0 - 20 °C

4.1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / Reflux

With 4-toluenesulfonyl azide; rhodium (II) octanoate dimer; dimethylsulfide borane complex; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; diethylazodicarboxylate; In tetrahydrofuran; acetonitrile; 4.1: |Mitsunobu Displacement;
DOI:10.1021/jacs.1c05701