(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methyl-3-acetylcatechin

Base Information

Chemical Name:(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methyl-3-acetylcatechin
CAS No.:1390643-77-2
Molecular Formula:C₃₈H₄₄O₇Si
Molecular Weight:640.849
Hs Code.:

Synonyms:(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methyl-3-acetylcatechin

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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-di-O-benzyl-3'-O-methyl-3-acetylcatechin

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Technology Process of (2R,3S)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methyl-3-acetylcatechin

There total 8 articles about (2R,3S)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methyl-3-acetylcatechin 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%

: 1390643-74-9
(2R,3S)-5,7-di-O-benzyl-3'-O-methyl-3-O-acetylcatechin

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1390643-77-2
(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methyl-3-acetylcatechin

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/ol3016463

Reference yield:

: 1390643-71-6
(1S,2S)-3-(2,4-bis(benzyloxy)-6-hydroxyphenyl)-1-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol

: 1390643-77-2
(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methyl-3-acetylcatechin

Guidance literature:: Multi-step reaction with 2 steps

1: pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 5 h / 20 - 50 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With 1H-imidazole; pyridinium p-toluenesulfonate; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ol3016463

Reference yield:

: 1390644-04-8
(E)-3,5-bis(benzyloxy)-2-(3-(4-hydroxy-3-methoxyphenyl)allyl)phenol

: 1390643-77-2
(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methyl-3-acetylcatechin

Guidance literature:: Multi-step reaction with 5 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

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

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

4: pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 5 h / 20 - 50 °C / Inert atmosphere

5: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With 1H-imidazole; methanesulfonamide; AD-mix-α; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ol3016463