(2R)-4'-(tert-butyldimethylsilyloxy)-5,7,3'-tribenzyloxyflavan-3-one

Base Information

Chemical Name:(2R)-4'-(tert-butyldimethylsilyloxy)-5,7,3'-tribenzyloxyflavan-3-one
CAS No.:1390643-82-9
Molecular Formula:C₄₂H₄₄O₆Si
Molecular Weight:672.893
Hs Code.:

Synonyms:(2R)-4'-(tert-butyldimethylsilyloxy)-5,7,3'-tribenzyloxyflavan-3-one

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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)-4'-(tert-butyldimethylsilyloxy)-5,7,3'-tribenzyloxyflavan-3-one

Chemical Property:

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Technology Process of (2R)-4'-(tert-butyldimethylsilyloxy)-5,7,3'-tribenzyloxyflavan-3-one

There total 11 articles about (2R)-4'-(tert-butyldimethylsilyloxy)-5,7,3'-tribenzyloxyflavan-3-one 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: 76.0%

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

: 1390643-82-9
(2R)-4'-(tert-butyldimethylsilyloxy)-5,7,3'-tribenzyloxyflavan-3-one

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol3016463

Reference yield:

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

: 1390643-82-9
(2R)-4'-(tert-butyldimethylsilyloxy)-5,7,3'-tribenzyloxyflavan-3-one

Guidance literature:: Multi-step reaction with 8 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

8.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

With methanesulfonamide; AD-mix-α; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; 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

: 1390643-82-9
(2R)-4'-(tert-butyldimethylsilyloxy)-5,7,3'-tribenzyloxyflavan-3-one

Guidance literature:: Multi-step reaction with 4 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

4: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

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