methyl 3-(2-hydroxy-3-benzoyloxyprop-1-yl)-4,5-dihydroisoxazole-5-carboxylate

Base Information

• Chemical Name: methyl 3-(2-hydroxy-3-benzoyloxyprop-1-yl)-4,5-dihydroisoxazole-5-carboxylate
• CAS No.: 158753-05-0
• Molecular Formula: C₁₅H₁₇NO₆
• Molecular Weight: 307.303
• Mol file: 158753-05-0.mol

Synonyms:methyl 3-(2-hydroxy-3-benzoyloxyprop-1-yl)-4,5-dihydroisoxazole-5-carboxylate

Chemical Property of methyl 3-(2-hydroxy-3-benzoyloxyprop-1-yl)-4,5-dihydroisoxazole-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(2-hydroxy-3-benzoyloxyprop-1-yl)-4,5-dihydroisoxazole-5-carboxylate

There total 2 articles about methyl 3-(2-hydroxy-3-benzoyloxyprop-1-yl)-4,5-dihydroisoxazole-5-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: 82.0%

benzoyl chloride (98-88-4) + methyl 3-(2,3-dihydroxyprop-1-yl)-4,5-dihydroisoxazole-5-carboxylate (158753-04-9) → methyl 3-(2-hydroxy-3-benzoyloxyprop-1-yl)-4,5-dihydroisoxazole-5-carboxylate (158753-05-0)

Guidance literature:

With pyridine; dmap; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89589-2

Reference yield:

methyl 3-<(2,3-O-isopropylidene)-2,3-dihydroxyprop-1-yl>-4,5-dihydroisoxazole-5-carboxylate (158753-03-8) → methyl 3-(2-hydroxy-3-benzoyloxyprop-1-yl)-4,5-dihydroisoxazole-5-carboxylate (158753-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / p-TsOH / methanol / 0.5 h / Ambient temperature

2: 82 percent / pyridine, DMAP / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; dmap; toluene-4-sulfonic acid; In methanol; dichloromethane;

DOI:10.1016/S0040-4020(01)89589-2

Reference yield: 93.0%

tert-butyldimethylsilyl chloride (18162-48-6) + methyl 3-(2-hydroxy-3-benzoyloxyprop-1-yl)-4,5-dihydroisoxazole-5-carboxylate (158753-05-0) → methyl 3-<2-<<(1,1-dimethylethyl)dimethylsilyl>-oxy>-3-benzoyloxypropyl>-4,5-dihydroisoxazole-5-carboxylate (158753-07-2)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89589-2

upstream raw materials:

benzoyl chloride

methyl 3-(2,3-dihydroxyprop-1-yl)-4,5-dihydroisoxazole-5-carboxylate

methyl 3-<(2,3-O-isopropylidene)-2,3-dihydroxyprop-1-yl>-4,5-dihydroisoxazole-5-carboxylate

Downstream raw materials:

methyl 3-<2-<<(1,1-dimethylethyl)dimethylsilyl>-oxy>-3-benzoyloxypropyl>-4,5-dihydroisoxazole-5-carboxylate

methyl 2,6-dihydroxy-7-benzoyloxy-4-oxoheptanoate

melodienone

methyl 7-benzoyloxy-6-(1,1-dimethylethyl)dimethylsilyloxy-4-oxo-2-heptenoate