4,5-dihydro-2-(2,3,5-trimethoxyphenyl)-4,4-dimethyloxazole

Base Information

• Chemical Name: 4,5-dihydro-2-(2,3,5-trimethoxyphenyl)-4,4-dimethyloxazole
• CAS No.: 119098-80-5
• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.309
• Mol file: 119098-80-5.mol

Synonyms:4,5-dihydro-2-(2,3,5-trimethoxyphenyl)-4,4-dimethyloxazole

Chemical Property of 4,5-dihydro-2-(2,3,5-trimethoxyphenyl)-4,4-dimethyloxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,5-dihydro-2-(2,3,5-trimethoxyphenyl)-4,4-dimethyloxazole

There total 6 articles about 4,5-dihydro-2-(2,3,5-trimethoxyphenyl)-4,4-dimethyloxazole 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: 87.0%

2,3,5-trimethoxybenzoic acid (36873-96-8) + 2-Amino-2-methyl-1-propanol (124-68-5) → 4,5-dihydro-2-(2,3,5-trimethoxyphenyl)-4,4-dimethyloxazole (119098-80-5) + N-(2-Hydroxy-1,1-dimethyl-ethyl)-2,3,5-trimethoxy-benzamide (153335-58-1)

Guidance literature:

With pyridine; triphenylphosphine; In tetrachloromethane; acetonitrile; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)60137-5

Reference yield:

1-bromo-2,3,5-trimethoxybenzene (23030-39-9) → 4,5-dihydro-2-(2,3,5-trimethoxyphenyl)-4,4-dimethyloxazole (119098-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / BuLi / tetrahydrofuran

2: 87 percent / Ph₃P, pyridine / CCl₄; acetonitrile

With pyridine; n-butyllithium; triphenylphosphine; In tetrahydrofuran; tetrachloromethane; acetonitrile;

DOI:10.1016/S0040-4039(00)60137-5

Reference yield:

2,3,5-trimethoxybenzoic acid (36873-96-8) → 4,5-dihydro-2-(2,3,5-trimethoxyphenyl)-4,4-dimethyloxazole (119098-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Ph₃P, pyridine / CCl₄; acetonitrile

2: SOCl₂

With pyridine; thionyl chloride; triphenylphosphine; In tetrachloromethane; acetonitrile;

DOI:10.1016/S0040-4039(00)60137-5

upstream raw materials:

2,3,5-trimethoxybenzoic acid

2-Amino-2-methyl-1-propanol

N-(2-Hydroxy-1,1-dimethyl-ethyl)-2,3,5-trimethoxy-benzamide

1-bromo-2,3,5-trimethoxybenzene

Downstream raw materials:

2,2-Dimethyl-propionic acid (R)-2-benzyloxycarbonylamino-2-[2'-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-6,4',6'-trimethoxy-biphenyl-3-yl]-ethyl ester

2,2-Dimethyl-propionic acid (R)-2-benzyloxycarbonylamino-2-(6'-formyl-6,2',4'-trimethoxy-biphenyl-3-yl)-ethyl ester

2,2-Dimethyl-propionic acid (R)-2-amino-2-[2'-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-6,4',6'-trimethoxy-biphenyl-3-yl]-ethyl ester

2-[5'-((R)-2-tert-Butyl-4,5-dihydro-oxazol-4-yl)-4,6,2'-trimethoxy-biphenyl-2-yl]-4,4-dimethyl-4,5-dihydro-oxazole

Refernces

• 1、 Rizzacase, Mark A.,Sargent, Melvyn V.. "THE SYNTHESIS OF DESERTORIN C, A BICOUMARIN FROM THE FUNGUS EMERICELLA DESERTORUM". . p. 2425 - 2428. Retrieved 2007/10/02.