(R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-one

Base Information

• Chemical Name: (R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-one
• CAS No.: 1607010-90-1
• Molecular Formula: C₄₃H₃₆O₆
• Molecular Weight: 648.755
• Mol file: 1607010-90-1.mol

Synonyms:(R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-one

Chemical Property of (R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-one

There total 7 articles about (R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-one 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: 76.0%

(2R,3S)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)-3,4-dihydro-2H-1-benzopyran-3-ol (1607010-87-6) → (R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-one (1607010-90-1)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.14233/ajchem.2019.22064

Reference yield:

(S)-2-(R)-(3,5-bis(benzyloxy)-phenyl)-(3,5-dibenzyloxyphenoxy)-methyl oxirane (1607010-84-3) → (R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-one (1607010-90-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,1,1,3',3',3'-hexafluoro-propanol / Sealed tube; Heating

2: Dess-Martin periodane / dichloromethane; water / 0 - 20 °C

With 1,1,1,3',3',3'-hexafluoro-propanol; Dess-Martin periodane; In dichloromethane; water;

DOI:10.1016/j.tet.2014.03.052

Reference yield:

(2S,3R)-3-(3,5-dibenzyloxyphenoxy)-3-(3,5-dibenzyloxyphenyl)-propane-1,2-diol (1607010-81-0) → (R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-one (1607010-90-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine; dmap; p-toluenesulfonyl chloride / dichloromethane / 48 h / 20 °C

1.2: 2 h / 20 °C

2.1: 1,1,1,3',3',3'-hexafluoro-propanol / Sealed tube; Heating

3.1: Dess-Martin periodane / dichloromethane; water / 0 - 20 °C

With dmap; 1,1,1,3',3',3'-hexafluoro-propanol; Dess-Martin periodane; triethylamine; p-toluenesulfonyl chloride; In dichloromethane; water;

DOI:10.1016/j.tet.2014.03.052

upstream raw materials:

(2S,3R)-3-(3,5-dibenzyloxyphenoxy)-3-(3,5-dibenzyloxyphenyl)-propane-1,2-diol

(S)-2-(R)-(3,5-bis(benzyloxy)-phenyl)-(3,5-dibenzyloxyphenoxy)-methyl oxirane

(2R,3S)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)-3,4-dihydro-2H-1-benzopyran-3-ol

(2S,3S)-3-(3,5-bis(benzyloxy)-phenyl)-oxiran-2-yl methanol

Downstream raw materials:

(2R,3R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-ol