(2S,4R)-((Z)-4-Propenyl)-pyrrolidine-1,2-dicarboxylic acid 2-[(1R,2R)-2-allyloxycarbonyl-1-methyl-2-(4-methyl-benzyloxycarbonylamino)-ethyl] ester 1-tert-butyl ester

Base Information

Chemical Name:(2S,4R)-((Z)-4-Propenyl)-pyrrolidine-1,2-dicarboxylic acid 2-[(1R,2R)-2-allyloxycarbonyl-1-methyl-2-(4-methyl-benzyloxycarbonylamino)-ethyl] ester 1-tert-butyl ester
CAS No.:802911-25-7
Molecular Formula:C₂₉H₄₀N₂O₈
Molecular Weight:544.645
Hs Code.:

(2S,4R)-((Z)-4-Propenyl)-pyrrolidine-1,2-dicarboxylic acid 2-[(1R,2R)-2-allyloxycarbonyl-1-methyl-2-(4-methyl-benzyloxycarbonylamino)-ethyl] ester 1-tert-butyl ester

Synonyms:(2S,4R)-((Z)-4-Propenyl)-pyrrolidine-1,2-dicarboxylic acid 2-[(1R,2R)-2-allyloxycarbonyl-1-methyl-2-(4-methyl-benzyloxycarbonylamino)-ethyl] ester 1-tert-butyl ester

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Chemical Property of (2S,4R)-((Z)-4-Propenyl)-pyrrolidine-1,2-dicarboxylic acid 2-[(1R,2R)-2-allyloxycarbonyl-1-methyl-2-(4-methyl-benzyloxycarbonylamino)-ethyl] ester 1-tert-butyl ester

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Technology Process of (2S,4R)-((Z)-4-Propenyl)-pyrrolidine-1,2-dicarboxylic acid 2-[(1R,2R)-2-allyloxycarbonyl-1-methyl-2-(4-methyl-benzyloxycarbonylamino)-ethyl] ester 1-tert-butyl ester

There total 3 articles about (2S,4R)-((Z)-4-Propenyl)-pyrrolidine-1,2-dicarboxylic acid 2-[(1R,2R)-2-allyloxycarbonyl-1-methyl-2-(4-methyl-benzyloxycarbonylamino)-ethyl] ester 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: 83.0%

: 802911-24-6
(2R,3R)-3-Hydroxy-2-(4-methyl-benzyloxycarbonylamino)-butyric acid allyl ester

: 802911-23-5
(2S,4R)-(N-tert-butyloxycarbonyl)-4-(Z)-propenylproline

: 802911-25-7
(2S,4R)-((Z)-4-Propenyl)-pyrrolidine-1,2-dicarboxylic acid 2-[(1R,2R)-2-allyloxycarbonyl-1-methyl-2-(4-methyl-benzyloxycarbonylamino)-ethyl] ester 1-tert-butyl ester

Guidance literature:: With 4-pyrrolidin-1-ylpyridine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1002/chem.200400249

Reference yield:

: 802911-36-0
(2R,3R)-3-Hydroxy-2-(4-methyl-benzyloxycarbonylamino)-butyric acid

: 802911-25-7
(2S,4R)-((Z)-4-Propenyl)-pyrrolidine-1,2-dicarboxylic acid 2-[(1R,2R)-2-allyloxycarbonyl-1-methyl-2-(4-methyl-benzyloxycarbonylamino)-ethyl] ester 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / K₂CO₃ / acetonitrile / 18 h / Heating

2: 83 percent / EDC; 4-pyrrolidinopyridine / CH₂Cl₂ / 15 h / 20 °C

With potassium carbonate; 4-pyrrolidin-1-ylpyridine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; acetonitrile;
DOI:10.1002/chem.200400249

Reference yield:

: 128595-01-7
2,5-dioxopyrrolidin-1-yl 4-methylbenzyl carbonate

: 802911-25-7
(2S,4R)-((Z)-4-Propenyl)-pyrrolidine-1,2-dicarboxylic acid 2-[(1R,2R)-2-allyloxycarbonyl-1-methyl-2-(4-methyl-benzyloxycarbonylamino)-ethyl] ester 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / aq. NaHCO₃ / dioxane / 3 h

2: 84 percent / K₂CO₃ / acetonitrile / 18 h / Heating

3: 83 percent / EDC; 4-pyrrolidinopyridine / CH₂Cl₂ / 15 h / 20 °C

With sodium hydrogencarbonate; potassium carbonate; 4-pyrrolidin-1-ylpyridine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In 1,4-dioxane; dichloromethane; acetonitrile;
DOI:10.1002/chem.200400249