methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate

Base Information

• Chemical Name: methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate
• CAS No.: 126408-14-8
• Molecular Formula: C₁₀H₁₅NO₅
• Molecular Weight: 229.233
• Mol file: 126408-14-8.mol

Synonyms:methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate

Chemical Property of methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate

There total 1 articles about methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate 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: 92.0%

L-4-hydroxyproline methyl ester hydrochloride (40216-83-9) + Allyl chloroformate (2937-50-0) → methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate (126408-14-8)

Guidance literature:

With TEA; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/S0960-894X(00)00253-5

Reference yield: 95.4%

benzenesulfonyl chloride (98-09-9) + methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate (126408-14-8) → (2S,4R)-1-allyloxycarbonyl-4-benzenesulfonyloxy-2-methoxycarbonylpyrrolidine

Guidance literature:

benzenesulfonyl chloride; methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate; With trimethylamine; In chlorobenzene; at -5 - 5 ℃; for 1.33333h;

With hydrogenchloride; In water; chlorobenzene; pH=2.6;

Reference yield: 90.0%

tert-butylchlorodiphenylsilane (58479-61-1) + methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate (126408-14-8) → C26H33NO5Si

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

upstream raw materials:

L-4-hydroxyproline methyl ester hydrochloride

Allyl chloroformate

Downstream raw materials:

methyl (R)-N-allyloxycarbonyl-4-(4,4'-dimethoxytrityloxy)-L-prolinate

(2S,4S)-2-{[(imino)(pyrazol-1-yl)methyl]carbamoyl}-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

(2S,4S)-2-{[(5,6-Dihydro-4H-pyrimidin-1-yl)-imino-methyl]-carbamoyl}-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester

(2S,4S)-2-[(Imino-pyrrolidin-1-yl-methyl)-carbamoyl]-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester