2-(2-Hydroxyethyl)-6-methoxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran

Base Information

• Chemical Name: 2-(2-Hydroxyethyl)-6-methoxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran
• CAS No.: 106444-68-2
• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.365
• DSSTox Substance ID: DTXSID901347806
• Nikkaji Number: J354.938K
• Mol file: 106444-68-2.mol

Synonyms:106444-68-2;2-(2-Hydroxyethyl)-6-methoxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran;2-(6-methoxy-2,5,7,8-tetramethyl-3,4-dihydrochromen-2-yl)ethanol;SCHEMBL10346932;DTXSID901347806;2-(2-Hydroxyethyl)-6-methoxy-2,5,7,8-tetramethylchroman;2-(6-Methoxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)ethanol;2-HYDROXYETHYL-6-METHOXY-2,5,7,8-TETRAMETHYL-3,4-DIHYDRO-2H-1-BENZOPYRAN;3,4-dihydro-2-(2-hydroxyethyl)-6-methoxy-2,5,7,8-tetramethyl-2H-benzopyran

Chemical Property of 2-(2-Hydroxyethyl)-6-methoxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 264.17254462
• Heavy Atom Count: 19
• Complexity: 306

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=C(C2=C1OC(CC2)(C)CCO)C)OC)C

Technology Process of 2-(2-Hydroxyethyl)-6-methoxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran

There total 3 articles about 2-(2-Hydroxyethyl)-6-methoxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran 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:

tert-butyl-[2-(6-methoxy-2,5,7,8-tetramethyl-chroman-2-yl)-ethoxy]-dimethyl-silane → 2-(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)ethanol (106444-68-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 3h; Yield given; Ambient temperature;

DOI:10.1021/jm980430o

Reference yield:

2-(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-benzo[1,2-b]pyran-2-yl)ethanol (79907-48-5) → 2-(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)ethanol (106444-68-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / imidazole / dimethylformamide / 3 h

2: K₂CO₃ / acetonitrile / 24 h / Ambient temperature

3: TBAF / tetrahydrofuran / 3 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm980430o

Reference yield:

2-(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)(tert-butyldimethylsilyloxy)ethane (1026451-85-3) → 2-(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)ethanol (106444-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / acetonitrile / 24 h / Ambient temperature

2: TBAF / tetrahydrofuran / 3 h / Ambient temperature

With tetrabutyl ammonium fluoride; potassium carbonate; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jm980430o

upstream raw materials:

2-(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-benzo[1,2-b]pyran-2-yl)ethanol

2-(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)(tert-butyldimethylsilyloxy)ethane