(4S,5S)-benzyl 2-(2-(benzyloxy)phenyl)-5-methyl-4,5-dihydrooxazole-4-carboxylate

Base Information

• Chemical Name: (4S,5S)-benzyl 2-(2-(benzyloxy)phenyl)-5-methyl-4,5-dihydrooxazole-4-carboxylate
• CAS No.: 1227492-03-6
• Molecular Formula: C₂₅H₂₃NO₄
• Molecular Weight: 401.462
• Mol file: 1227492-03-6.mol

Synonyms:(4S,5S)-benzyl 2-(2-(benzyloxy)phenyl)-5-methyl-4,5-dihydrooxazole-4-carboxylate

Chemical Property of (4S,5S)-benzyl 2-(2-(benzyloxy)phenyl)-5-methyl-4,5-dihydrooxazole-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5S)-benzyl 2-(2-(benzyloxy)phenyl)-5-methyl-4,5-dihydrooxazole-4-carboxylate

There total 7 articles about (4S,5S)-benzyl 2-(2-(benzyloxy)phenyl)-5-methyl-4,5-dihydrooxazole-4-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: 72.3%

(2S,3R)-benzyl 2-(2-(benzyloxy)phenylamido)-3-hydroxybutanoate (370103-09-6) → (4S,5S)-benzyl 2-(2-(benzyloxy)phenyl)-5-methyl-4,5-dihydrooxazole-4-carboxylate (1227492-03-6)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃; Cooling with ice;

Reference yield:

C25H25NO5 (1056310-66-7) → (4S,5S)-benzyl 2-(2-(benzyloxy)phenyl)-5-methyl-4,5-dihydrooxazole-4-carboxylate (1227492-03-6)

Guidance literature:

C₂₅H₂₅NO₅; With (bis-(2-methoxyethyl)amino)sulfur trufluoride; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

With potassium carbonate; In dichloromethane; at -78 - 20 ℃;

DOI:10.1016/j.ejmech.2009.12.074

Reference yield:

methyl 2-(benzyloxy)benzoate (55142-16-0) → (4S,5S)-benzyl 2-(2-(benzyloxy)phenyl)-5-methyl-4,5-dihydrooxazole-4-carboxylate (1227492-03-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / methanol / 20 °C

2.1: triethylamine / dichloromethane / 0.17 h

2.2: Cooling with ice

3.1: thionyl chloride / dichloromethane / 20 °C / Cooling with ice

With thionyl chloride; triethylamine; sodium hydroxide; In methanol; dichloromethane;

upstream raw materials:

C₂₅H₂₅NO₅

2-benzyloxybenzoic acid

(2S,3R)-benzyl 2-(2-(benzyloxy)phenylamido)-3-hydroxybutanoate

L-threonine benzyl ester oxalate salt

Downstream raw materials:

(4S,5S)-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydrooxazole-4-carboxylic acid

benzyl-2-[2-(benzyloxy)phenyl]-2-oxazole-3-methyl-4-carboxylate