2-(2,3-Dimethoxyphenyl)-4,4-dimethyl-4,5-dihydrooxazole

Base Information

• Chemical Name: 2-(2,3-Dimethoxyphenyl)-4,4-dimethyl-4,5-dihydrooxazole
• CAS No.: 57598-32-0
• Molecular Formula: C13H17NO3
• Molecular Weight: 235.283
• DSSTox Substance ID: DTXSID40456249
• Nikkaji Number: J1.143.366I
• Wikidata: Q82278559
• Mol file: 57598-32-0.mol

Synonyms:2-(2,3-dimethoxyphenyl)-4,4-dimethyl-4,5-dihydrooxazole;57598-32-0;2-(2,3-dimethoxyphenyl)-4,4-dimethyl-5H-1,3-oxazole;2-(2,3-dimethoxyphenyl)-4,4-dimethyl-2-oxazoline;2-(2,3-DIMETHOXYPHENYL)-4,4-DIMETHYL-4,5-DIHYDRO-1,3-OXAZOLE;SCHEMBL6299778;DTXSID40456249;GTXIBCRXNKXKCF-UHFFFAOYSA-N;FT-0768765;A850043;J-505461

Chemical Property of 2-(2,3-Dimethoxyphenyl)-4,4-dimethyl-4,5-dihydrooxazole

Chemical Property:

• PSA: 40.05000
• LogP: 1.69480
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 235.12084340
• Heavy Atom Count: 17
• Complexity: 301

Purity/Quality:

99% ^*data from raw suppliers

2-(2,3-Dimethoxyphenyl)-4,4-dimethyl-4,5-dihydrooxazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COC(=N1)C2=C(C(=CC=C2)OC)OC)C

Technology Process of 2-(2,3-Dimethoxyphenyl)-4,4-dimethyl-4,5-dihydrooxazole

There total 5 articles about 2-(2,3-Dimethoxyphenyl)-4,4-dimethyl-4,5-dihydrooxazole 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: 95.0%

→ 4,5-dihydro-2-(2',3'-dimethoxyphenyl)-4,4-dimethyloxazole (57598-32-0)

Guidance literature:

Reference yield: 75.0%

N-(1-hydroxy-2-methylpropan-2-yl)-2,3-dimethoxybenzamide (144034-41-3) → 4,5-dihydro-2-(2',3'-dimethoxyphenyl)-4,4-dimethyloxazole (57598-32-0)

Guidance literature:

With titanium(IV) isopropylate; at 150 ℃; for 24h;

DOI:10.1021/ol100929z

Reference yield:

2,3-dimethoxybenzoic acid (1521-38-6) → 4,5-dihydro-2-(2',3'-dimethoxyphenyl)-4,4-dimethyloxazole (57598-32-0)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / 24 h / 20 °C

2: CH₂Cl₂ / 20 h / 20 °C

3: SOCl₂ / 7 h / 20 °C

With thionyl chloride; In dichloromethane;

DOI:10.1002/hlca.200390057

upstream raw materials:

2,3-dimethoxybenzoic acid

2,3-dimethoxybenzoyl chloride

N-(1-hydroxy-2-methylpropan-2-yl)-2,3-dimethoxybenzamide

Downstream raw materials:

2-(3-methoxy-2-phenylethynyl-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole

3-Methoxy-2-phenylethynyl-benzoic acid

2-<2-(2-Methoxyphenyl)-3-methoxyphenyl>-4,4-dimethyl-2-oxazoline

4,5-dihydro-2-[3'-methoxy-2'-(naphthalen-2-yl)phenyl]-4,4-dimethyloxazole

Refernces

• 1、 Kim, Michelle B.,Shaw, Jared T.. "Synthesis of antimicrobial natural products targeting FtsZ: (+)-totarol and related totarane diterpenes". supporting information; experimental part. p. 3324 - 3327. Retrieved 2010/11/02.
• 2、 Denieul, Marie-Pierre,Skrydstrup, Troels. "Application of an intramolecular heck reaction for the construction of the balanol aryl core structure". . p. 4901 - 4904. Retrieved 2007/10/03.