(2S,3R)-3-Acetylamino-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester

Base Information

• Chemical Name: (2S,3R)-3-Acetylamino-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester
• CAS No.: 691410-73-8
• Molecular Formula: C₁₃H₁₇NO₅
• Molecular Weight: 267.282

Synonyms:(2S,3R)-3-Acetylamino-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester

Chemical Property of (2S,3R)-3-Acetylamino-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester

Chemical Property:

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Technology Process of (2S,3R)-3-Acetylamino-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester

There total 1 articles about (2S,3R)-3-Acetylamino-2-hydroxy-3-(4-methoxy-phenyl)-propionic 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: 72.0%

3-(4-methoxy-phenyl)acrylic acid methyl ester (3901-07-3) + N-bromoacetamide (79-15-2) → (2S,3R)-(-)-methyl 2,3-dihydroxy-3-(p-methoxyphenyl)propionate (122517-80-0) + (2S,3R)-3-Acetylamino-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester (691410-73-8)

Guidance literature:

With lithium hydroxide; 1,4-bis(9-O-dihydroquinidine)phthalazine; K2; In tert-butyl alcohol; at 4 ℃; for 20h;

DOI:10.1016/j.tetlet.2003.11.096

Reference yield: 80.0%

(2S,3R)-3-Acetylamino-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester (691410-73-8) → (4R,5S)-4-(4-Methoxy-phenyl)-2-methyl-4,5-dihydro-oxazole-5-carboxylic acid methyl ester (691410-78-3) + (4R,5R)-4-(4-Methoxy-phenyl)-2-methyl-4,5-dihydro-oxazole-5-carboxylic acid methyl ester (691410-72-7)

Guidance literature:

With dmap; trifluoromethylsulfonic anhydride; In dichloromethane; at -30 ℃;

DOI:10.1016/j.tetlet.2003.11.096

Reference yield: 70.0%

methanesulfonyl chloride (124-63-0) + (2S,3R)-3-Acetylamino-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester (691410-73-8) → (2S,3R)-3-Acetylamino-2-methanesulfonyloxy-3-(4-methoxy-phenyl)-propionic acid methyl ester (691410-80-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1016/j.tetlet.2003.11.096

upstream raw materials:

3-(4-methoxy-phenyl)acrylic acid methyl ester

N-bromoacetamide

Downstream raw materials:

(2S,3R)-3-Acetylamino-2-methanesulfonyloxy-3-(4-methoxy-phenyl)-propionic acid methyl ester

(4R,5S)-4-(4-Methoxy-phenyl)-2-methyl-4,5-dihydro-oxazole-5-carboxylic acid methyl ester

(4R,5R)-4-(4-Methoxy-phenyl)-2-methyl-4,5-dihydro-oxazole-5-carboxylic acid methyl ester

(4R,5R)-cytoxazone

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