(+/-)-(Z)-2-(4-methylphenyl)-3-(2-N-tert-butoxycarbonylpyrrolidinyl)propenoic acid

Base Information

Chemical Name:(+/-)-(Z)-2-(4-methylphenyl)-3-(2-N-tert-butoxycarbonylpyrrolidinyl)propenoic acid
CAS No.:635292-16-9
Molecular Formula:C₁₉H₂₅NO₄
Molecular Weight:331.412
Hs Code.:

Synonyms:(+/-)-(Z)-2-(4-methylphenyl)-3-(2-N-tert-butoxycarbonylpyrrolidinyl)propenoic acid

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Chemical Property of (+/-)-(Z)-2-(4-methylphenyl)-3-(2-N-tert-butoxycarbonylpyrrolidinyl)propenoic acid

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Technology Process of (+/-)-(Z)-2-(4-methylphenyl)-3-(2-N-tert-butoxycarbonylpyrrolidinyl)propenoic acid

There total 3 articles about (+/-)-(Z)-2-(4-methylphenyl)-3-(2-N-tert-butoxycarbonylpyrrolidinyl)propenoic acid 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:

: 2-(2-ethoxycarbonyl-2-p-tolyl-vinyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 635292-16-9
(+/-)-(Z)-2-(4-methylphenyl)-3-(2-N-tert-butoxycarbonylpyrrolidinyl)propenoic acid

Guidance literature:: With sodium hydroxide; In ethanol; at 70 ℃;
DOI:10.1021/jm030226n

Reference yield:

: 170491-63-1
N-Boc-prolinol

: 635292-16-9
(+/-)-(Z)-2-(4-methylphenyl)-3-(2-N-tert-butoxycarbonylpyrrolidinyl)propenoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

2.1: LiCl; DBU / acetonitrile / 0.17 h / 20 °C

2.2: acetonitrile / 20 °C

3.1: aq. NaOH / ethanol / 70 °C

With sodium hydroxide; oxalyl dichloride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; In ethanol; dichloromethane; acetonitrile; 2.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jm030226n

Reference yield:

: 59378-82-4,117625-90-8
N-(tert-butoxycarbonyl)pyrrolidine-2-carboxaldehyde

: 635292-16-9
(+/-)-(Z)-2-(4-methylphenyl)-3-(2-N-tert-butoxycarbonylpyrrolidinyl)propenoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiCl; DBU / acetonitrile / 0.17 h / 20 °C

1.2: acetonitrile / 20 °C

2.1: aq. NaOH / ethanol / 70 °C

With sodium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In ethanol; acetonitrile; 1.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jm030226n