(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dihydroxy-phenyl)-chroman-5,7-diol

Base Information

Chemical Name:(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dihydroxy-phenyl)-chroman-5,7-diol
CAS No.:299412-41-2
Molecular Formula:C₂₁H₂₈O₆Si
Molecular Weight:404.535
Hs Code.:

Synonyms:(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dihydroxy-phenyl)-chroman-5,7-diol

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Chemical Property of (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dihydroxy-phenyl)-chroman-5,7-diol

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Technology Process of (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dihydroxy-phenyl)-chroman-5,7-diol

There total 3 articles about (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dihydroxy-phenyl)-chroman-5,7-diol 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:

: 299412-40-1
5,7,3',4'-tetra-O-benzyl-3-O-(tert-butyldimethylsilyl)epicatechin

: 299412-41-2
(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dihydroxy-phenyl)-chroman-5,7-diol

Guidance literature:: With hydrogen; palladium dihydroxide; In ethyl acetate; at 20 ℃; for 1h; under 750.075 Torr;
DOI:10.1021/jo000485+

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 299412-41-2
(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dihydroxy-phenyl)-chroman-5,7-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / imidazole / dimethylformamide / 19.5 h / 20 °C

2: 109 mg / H₂ / Pd(OH)2/C / ethyl acetate / 1 h / 20 °C / 750.08 Torr

With 1H-imidazole; hydrogen; palladium dihydroxide; In ethyl acetate; N,N-dimethyl-formamide; 1: silylation / 2: Hydrogenolysis;
DOI:10.1021/jo000485+

Reference yield:

: 87292-49-7
5,7,3',4'-tetra-O-benzylepicatechin

: 299412-41-2
(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dihydroxy-phenyl)-chroman-5,7-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / imidazole / dimethylformamide / 19.5 h / 20 °C

2: 109 mg / H₂ / Pd(OH)2/C / ethyl acetate / 1 h / 20 °C / 750.08 Torr

With 1H-imidazole; hydrogen; palladium dihydroxide; In ethyl acetate; N,N-dimethyl-formamide; 1: silylation / 2: Hydrogenolysis;
DOI:10.1021/jo000485+