(2R,3R)-3-Hydroxy-2-(4-methyl-benzyloxycarbonylamino)-butyric acid allyl ester

Base Information

• Chemical Name: (2R,3R)-3-Hydroxy-2-(4-methyl-benzyloxycarbonylamino)-butyric acid allyl ester
• CAS No.: 802911-24-6
• Molecular Formula: C₁₆H₂₁NO₅
• Molecular Weight: 307.346

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

Chemical Property of (2R,3R)-3-Hydroxy-2-(4-methyl-benzyloxycarbonylamino)-butyric acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (2R,3R)-3-Hydroxy-2-(4-methyl-benzyloxycarbonylamino)-butyric acid allyl ester

There total 2 articles about (2R,3R)-3-Hydroxy-2-(4-methyl-benzyloxycarbonylamino)-butyric acid allyl 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: 84.0%

(2R,3R)-3-Hydroxy-2-(4-methyl-benzyloxycarbonylamino)-butyric acid (802911-36-0) + allyl bromide (106-95-6) → (2R,3R)-3-Hydroxy-2-(4-methyl-benzyloxycarbonylamino)-butyric acid allyl ester (802911-24-6)

Guidance literature:

With potassium carbonate; In acetonitrile; for 18h; Heating;

DOI:10.1002/chem.200400249

Reference yield:

2,5-dioxopyrrolidin-1-yl 4-methylbenzyl carbonate (128595-01-7) → (2R,3R)-3-Hydroxy-2-(4-methyl-benzyloxycarbonylamino)-butyric acid allyl ester (802911-24-6)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With sodium hydrogencarbonate; potassium carbonate; In 1,4-dioxane; acetonitrile;

DOI:10.1002/chem.200400249

Reference yield: 83.0%

(2R,3R)-3-Hydroxy-2-(4-methyl-benzyloxycarbonylamino)-butyric acid allyl ester (802911-24-6) + (2S,4R)-(N-tert-butyloxycarbonyl)-4-(Z)-propenylproline (802911-23-5) → (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 (802911-25-7)

Guidance literature:

With 4-pyrrolidin-1-ylpyridine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1002/chem.200400249

upstream raw materials:

(2R,3R)-3-Hydroxy-2-(4-methyl-benzyloxycarbonylamino)-butyric acid

allyl bromide

2,5-dioxopyrrolidin-1-yl 4-methylbenzyl carbonate

Downstream raw materials:

(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

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

[5-sec-butyl-18-methyl-11-(2-nitro-cyclopropylmethyl)-4,7,10,13,16,20-hexaoxo-8,14-bis-(1-phenyl-ethyl)-2-propenyl-octadecahydro-19-oxa-3a,6,9,12,15-pentaaza-cyclopentacyclononadecen-17-yl]-carbamic acid 4-methyl-benzyl ester

C₆₀H₈₁N₇O₁₅

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