(4R,5S)-4-benzyl-3-benzyloxycarbonyl-2,2-dimethyl-oxazolidine-5-carboxylic acid methyl ester

Base Information

• Chemical Name: (4R,5S)-4-benzyl-3-benzyloxycarbonyl-2,2-dimethyl-oxazolidine-5-carboxylic acid methyl ester
• CAS No.: 137028-93-4
• Molecular Formula: C₂₂H₂₅NO₅
• Molecular Weight: 383.444

Synonyms:(4R,5S)-4-benzyl-3-benzyloxycarbonyl-2,2-dimethyl-oxazolidine-5-carboxylic acid methyl ester

Chemical Property of (4R,5S)-4-benzyl-3-benzyloxycarbonyl-2,2-dimethyl-oxazolidine-5-carboxylic acid methyl ester

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Technology Process of (4R,5S)-4-benzyl-3-benzyloxycarbonyl-2,2-dimethyl-oxazolidine-5-carboxylic acid methyl ester

There total 2 articles about (4R,5S)-4-benzyl-3-benzyloxycarbonyl-2,2-dimethyl-oxazolidine-5-carboxylic acid 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: 50.0%

methyl (2S,3R)-3--2-hydroxy-4-phenylbutanoate (124782-04-3) + 2,2-dimethoxy-propane (77-76-9) → (4R,5S)-4-benzyl-3-benzyloxycarbonyl-2,2-dimethyl-oxazolidine-5-carboxylic acid methyl ester (137028-93-4)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 72h; Ambient temperature;

DOI:10.1002/ardp.19933260705

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (4R,5S)-4-benzyl-3-benzyloxycarbonyl-2,2-dimethyl-oxazolidine-5-carboxylic acid (150744-82-4) → (4R,5S)-4-benzyl-3-benzyloxycarbonyl-2,2-dimethyl-oxazolidine-5-carboxylic acid methyl ester (137028-93-4)

Guidance literature:

In diethyl ether;

DOI:10.1016/j.tetlet.2008.03.114

Reference yield: 95.0%

(4R,5S)-4-benzyl-3-benzyloxycarbonyl-2,2-dimethyl-oxazolidine-5-carboxylic acid methyl ester (137028-93-4) → (4R,5S)-4-benzyl-3-benzyloxycarbonyl-2,2-dimethyl-oxazolidine-5-carboxylic acid (150744-82-4)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; for 8h; Ambient temperature;

DOI:10.1002/ardp.19933260705

upstream raw materials:

methyl (2S,3R)-3--2-hydroxy-4-phenylbutanoate

2,2-dimethoxy-propane

diazomethane

(4R,5S)-4-benzyl-3-benzyloxycarbonyl-2,2-dimethyl-oxazolidine-5-carboxylic acid

Downstream raw materials:

(4R,5S)-4-benzyl-3-benzyloxycarbonyl-2,2-dimethyl-oxazolidine-5-carboxylic acid

(4R,5S)-4-benzyl-3-benzyloxycarbonyl-5-(chloromethyl)carbonyl-2,2-dimethyl-oxazolidine

(4'R,5'S)-4-(4'-benzyl-3'-benzyloxycarbonyl-2',2'-dimethyl-oxazolidine-5'-yl)-2-methoxycarbonyl-4-oxobutanoic acid methyl ester

(4'R,5'S)-4-(4'-benzyl-3'-benzyloxycarbonyl-2',2'-dimethyl-oxazolidine-5'-yl)-2-isobutyl-2-methoxycarbonyl-4-oxobutyric acid methyl ester

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