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

Base Information

• Chemical Name: (2R,3R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-ol
• CAS No.: 863237-55-2
• Molecular Formula: C₄₃H₃₈O₆
• Molecular Weight: 650.771
• Mol file: 863237-55-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about (2R,3R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-ol 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: 75.0%

(R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-one (1607010-90-1) → (2R,3R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-ol (863237-55-2)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -78 ℃; enantioselective reaction; Inert atmosphere;

DOI:10.14233/ajchem.2019.22064

Reference yield:

Formic acid (1R,2S)-1-(2,4-bis-benzyloxy-6-hydroxy-benzyl)-2-(3,5-bis-benzyloxy-phenyl)-2-bromo-ethyl ester (863237-54-1) → (2R,3R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-ol (863237-55-2)

Guidance literature:

Formic acid (1R,2S)-1-(2,4-bis-benzyloxy-6-hydroxy-benzyl)-2-(3,5-bis-benzyloxy-phenyl)-2-bromo-ethyl ester; With potassium carbonate; In acetone; at 20 ℃; for 5h;

With potassium carbonate; In methanol; at 20 ℃;

DOI:10.1016/j.tet.2005.05.086

Reference yield:

(S)-2-(R)-(3,5-bis(benzyloxy)-phenyl)-(3,5-dibenzyloxyphenoxy)-methyl oxirane (1607010-84-3) → (2R,3R)-5,7-bis(benzyloxy)-2-(3,5-bis(benzyloxy)phenyl)chroman-3-ol (863237-55-2)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: L-Selectride / tetrahydrofuran / 2 h / -78 °C

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

DOI:10.1016/j.tet.2014.03.052

upstream raw materials:

Formic acid (1R,2S)-1-(2,4-bis-benzyloxy-6-hydroxy-benzyl)-2-(3,5-bis-benzyloxy-phenyl)-2-bromo-ethyl ester

(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