Benzofuran, 2,3-dihydro-2-(4-methoxyphenyl)-3-methyl-, (2R,3S)-rel-

Base Information

• Chemical Name: Benzofuran, 2,3-dihydro-2-(4-methoxyphenyl)-3-methyl-, (2R,3S)-rel-
• CAS No.: 38276-97-0
• Molecular Formula: C16H16O2
• Molecular Weight: 240.302
• Mol file: 38276-97-0.mol

Synonyms:

Chemical Property of Benzofuran, 2,3-dihydro-2-(4-methoxyphenyl)-3-methyl-, (2R,3S)-rel-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzofuran, 2,3-dihydro-2-(4-methoxyphenyl)-3-methyl-, (2R,3S)-rel-

There total 8 articles about Benzofuran, 2,3-dihydro-2-(4-methoxyphenyl)-3-methyl-, (2R,3S)-rel- 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%

2-amino-phenol (95-55-6) + anethole (104-46-1,25086-72-0,63589-56-0) → (±)-trans-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrobenzofuran (38276-96-9) + rac-cis-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrobenzofuran (38276-97-0)

Guidance literature:

2-amino-phenol; With nitrosyl hexafluorophosphate; In tetradecane; acetonitrile; at 0 ℃; for 24h;

anethole; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; zinc(II) carbonate; In tetradecane; acetonitrile; at 20 ℃; for 20h; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/ol100433z

Reference yield: 79.0%

2-amino-phenol (95-55-6) + anethole (104-46-1,25086-72-0,63589-56-0) → rac-trans-2-(4-methoxyphenyl)-3-methyl-6-nitroso-2,3-dihydrobenzofuran + 4-methoxy-benzaldehyde (123-11-5) + (±)-trans-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrobenzofuran (38276-96-9) + rac-cis-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrobenzofuran (38276-97-0)

Guidance literature:

2-amino-phenol; With nitrosyl hexafluorophosphate; In tetradecane; acetonitrile; at 0 ℃; for 0.5h;

anethole; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; zinc(II) carbonate; In tetradecane; acetonitrile; at 20 ℃; for 20h; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/ol100433z

Reference yield: 73.0%

2-amino-phenol (95-55-6) + anethole (104-46-1,25086-72-0,63589-56-0) → 4-methoxy-benzaldehyde (123-11-5) + (±)-trans-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrobenzofuran (38276-96-9) + rac-cis-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrobenzofuran (38276-97-0)

Guidance literature:

2-amino-phenol; With nitrosyl hexafluorophosphate; In tetradecane; acetonitrile; at 0 ℃; for 0.5h;

anethole; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; calcium glycerophosphate; In tetradecane; acetonitrile; at 20 ℃; for 20h; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/ol100433z

upstream raw materials:

cyclohexenone

E-1-(4'-methoxyphenyl)prop-1-ene

2'-(4-methoxybenzyloxy)acetophenone tosylhydrazone

o-hydroxyacetophenone

Refernces

• 1、 Cheung, Wai-Hung,Zheng, Shi-Long,Yu, Wing-Yiu,Zhou, Guo-Chuan,Che, Chi-Ming. "Ruthenium porphyrin catalyzed intramolecular carbenoid C-H insertion. Stereoselective synthesis of Cis-disubstituted oxygen and nitrogen heterocycles". . p. 2535 - 2538. Retrieved 2007/10/03.