2H-1-Benzopyran-3-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-8-bromo-3,4-dihydro-4-(2-hydroxyeth oxy)-5,7-bis(phenylmethoxy)-, (2R,3S,4S)-

Base Information

• Chemical Name: 2H-1-Benzopyran-3-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-8-bromo-3,4-dihydro-4-(2-hydroxyeth oxy)-5,7-bis(phenylmethoxy)-, (2R,3S,4S)-
• CAS No.: 923565-00-8
• Molecular Formula: C45H41BrO8
• Molecular Weight: 789.72
• Mol file: 923565-00-8.mol

Synonyms:

Chemical Property of 2H-1-Benzopyran-3-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-8-bromo-3,4-dihydro-4-(2-hydroxyeth oxy)-5,7-bis(phenylmethoxy)-, (2R,3S,4S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-1-Benzopyran-3-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-8-bromo-3,4-dihydro-4-(2-hydroxyeth oxy)-5,7-bis(phenylmethoxy)-, (2R,3S,4S)-

There total 6 articles about 2H-1-Benzopyran-3-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-8-bromo-3,4-dihydro-4-(2-hydroxyeth oxy)-5,7-bis(phenylmethoxy)-, (2R,3S,4S)- 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: 100.0%

(2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-(2-hydroxyethyloxy)flavan-3-ol (223387-51-7) → 3’,4’,5,7-tetra-O-benzyl-4β-(2-hydroxyethyloxy)-8-bromocatechin (923565-00-8)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.tet.2014.11.011

Reference yield: 45.0%

ethylene glycol (107-21-1) + 5,7,3',4'-tetra-O-benzyl-8-bromocatechin (256236-21-2) → 3’,4’,5,7-tetra-O-benzyl-4β-(2-hydroxyethyloxy)-8-bromocatechin (923565-00-8)

Guidance literature:

ethylene glycol; 5,7,3',4'-tetra-O-benzyl-8-bromocatechin; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 3.5h;

With dmap; In dichloromethane; for 0.25h;

DOI:10.1002/ejoc.200600668

Reference yield:

Na2S2O3.5H2O + (2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-(2-hydroxyethyloxy)flavan-3-ol (223387-51-7) → 3’,4’,5,7-tetra-O-benzyl-4β-(2-hydroxyethyloxy)-8-bromocatechin (923565-00-8)

Guidance literature:

In hexane; dichloromethane; water;

upstream raw materials:

ethylene glycol

5,7,3',4'-tetra-O-benzyl-8-bromocatechin

(2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-(2-hydroxyethyloxy)flavan-3-ol

benzyl bromide

Downstream raw materials:

3',4',5,7-tetra-O-benzyl-8-bromocatechin-4α,8-(3',4',5,7-tetra-O-benzylepicatechin)

procyanidin B₄

procyanidin B₃

3’,4’,5,7-tetra-O-benzyl-8-bromocatechin-(4α8)-3’,4’,5,7-tetra-O-benzylcatechin