(R)-(2S,3S)-5,7-bis(benzyloxy)-2-(3’,4’bis(benzyloxy)phenyl)chroman-3-yl 2-methoxy-2-phenylacetate

Base Information

Chemical Name:(R)-(2S,3S)-5,7-bis(benzyloxy)-2-(3’,4’bis(benzyloxy)phenyl)chroman-3-yl 2-methoxy-2-phenylacetate
CAS No.:1392108-94-9
Molecular Formula:C₅₂H₄₆O₈
Molecular Weight:798.932
Hs Code.:

Synonyms:(R)-(2S,3S)-5,7-bis(benzyloxy)-2-(3’,4’bis(benzyloxy)phenyl)chroman-3-yl 2-methoxy-2-phenylacetate

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Chemical Property of (R)-(2S,3S)-5,7-bis(benzyloxy)-2-(3’,4’bis(benzyloxy)phenyl)chroman-3-yl 2-methoxy-2-phenylacetate

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Technology Process of (R)-(2S,3S)-5,7-bis(benzyloxy)-2-(3’,4’bis(benzyloxy)phenyl)chroman-3-yl 2-methoxy-2-phenylacetate

There total 7 articles about (R)-(2S,3S)-5,7-bis(benzyloxy)-2-(3’,4’bis(benzyloxy)phenyl)chroman-3-yl 2-methoxy-2-phenylacetate 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:

: (±)-5,7,3’,4’-tetra-O-benzyl-epicatechin

: 34713-98-9
(R)-(-)-α-methoxyphenylacetyl chloride

: 1392108-95-0
tetrabenzyl-(+)-epicatechin ester

: 1392108-94-9
(R)-(2S,3S)-5,7-bis(benzyloxy)-2-(3’,4’bis(benzyloxy)phenyl)chroman-3-yl 2-methoxy-2-phenylacetate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 - 40 ℃; for 6h; Inert atmosphere;

Reference yield:

: 13157-90-9
2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)chromen-4-one

: 1392108-95-0
tetrabenzyl-(+)-epicatechin ester

: 1392108-94-9
(R)-(2S,3S)-5,7-bis(benzyloxy)-2-(3’,4’bis(benzyloxy)phenyl)chroman-3-yl 2-methoxy-2-phenylacetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 4 h / 0 - 5 °C / Inert atmosphere

1.2: Inert atmosphere; Cooling

2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate; methanol / 5 h / 50 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 20 °C

3.2: 20 °C

4.1: dmap; triethylamine / dichloromethane / 6 h / 20 - 40 °C / Inert atmosphere

With dmap; hydrogen; potassium carbonate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 117-39-5,74893-81-5
quercetol

: 1392108-95-0
tetrabenzyl-(+)-epicatechin ester

: 1392108-94-9
(R)-(2S,3S)-5,7-bis(benzyloxy)-2-(3’,4’bis(benzyloxy)phenyl)chroman-3-yl 2-methoxy-2-phenylacetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 15 h / 20 - 70 °C

1.2: 1 h / 20 °C

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 4 h / 0 - 5 °C / Inert atmosphere

2.2: Inert atmosphere; Cooling

3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate; methanol / 5 h / 50 °C / Inert atmosphere

4.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 20 °C

4.2: 20 °C

5.1: dmap; triethylamine / dichloromethane / 6 h / 20 - 40 °C / Inert atmosphere

With dmap; hydrogen; potassium carbonate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;