(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzylcatechin

Base Information

Chemical Name:(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzylcatechin
CAS No.:1390643-79-4
Molecular Formula:C₄₂H₄₆O₆Si
Molecular Weight:674.909
Hs Code.:

Synonyms:(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzylcatechin

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzylcatechin

Chemical Property:

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Technology Process of (2R,3S)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzylcatechin

There total 10 articles about (2R,3S)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzylcatechin 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: 99.0%

: 1390643-76-1
(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzyl-3-formylcatechin

: 1390643-79-4
(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzylcatechin

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol3016463

Reference yield:

: 889471-78-7
(E)-2-(benzyloxy)-4-(3-hydroxyprop-1-en-1-yl)phenol

: 1390643-79-4
(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzylcatechin

Guidance literature:: Multi-step reaction with 7 steps

1.1: Montmorillonite K-10 clay / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

1.2: 13.5 h / 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 48 h / 20 °C / Inert atmosphere

3.1: AD-mix-α; methanesulfonamide / dichloromethane; water; tert-butyl alcohol / 72 h / 0 - 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

5.1: pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 5.3 h / 20 - 55 °C / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 48 h / 20 °C / Inert atmosphere

7.1: diisobutylaluminium hydride / toluene / 2 h / -78 °C / Inert atmosphere

With methanesulfonamide; AD-mix-α; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; toluene; tert-butyl alcohol; 1.1: Friedel Crafts alkylation / 1.2: Friedel Crafts alkylation;
DOI:10.1021/ol3016463

Reference yield:

: 1390643-70-5
C₃₆H₃₄O₇

: 1390643-79-4
(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzylcatechin

Guidance literature:: Multi-step reaction with 3 steps

1: pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 5.3 h / 20 - 55 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 48 h / 20 °C / Inert atmosphere

3: diisobutylaluminium hydride / toluene / 2 h / -78 °C / Inert atmosphere

With pyridinium p-toluenesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1021/ol3016463