(2R,3R,6S,7S)-8-(tert-butyldimethylsilyloxy)-6-hydroxy-2-(4-methoxybenzyloxy)-3,7-dimethyloctan-4-one

Base Information

Chemical Name:(2R,3R,6S,7S)-8-(tert-butyldimethylsilyloxy)-6-hydroxy-2-(4-methoxybenzyloxy)-3,7-dimethyloctan-4-one
CAS No.:1428737-99-8
Molecular Formula:C₂₄H₄₂O₅Si
Molecular Weight:438.68
Hs Code.:

Synonyms:(2R,3R,6S,7S)-8-(tert-butyldimethylsilyloxy)-6-hydroxy-2-(4-methoxybenzyloxy)-3,7-dimethyloctan-4-one

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Chemical Property of (2R,3R,6S,7S)-8-(tert-butyldimethylsilyloxy)-6-hydroxy-2-(4-methoxybenzyloxy)-3,7-dimethyloctan-4-one

Chemical Property:

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Technology Process of (2R,3R,6S,7S)-8-(tert-butyldimethylsilyloxy)-6-hydroxy-2-(4-methoxybenzyloxy)-3,7-dimethyloctan-4-one

There total 7 articles about (2R,3R,6S,7S)-8-(tert-butyldimethylsilyloxy)-6-hydroxy-2-(4-methoxybenzyloxy)-3,7-dimethyloctan-4-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: 95.0%

: 1428737-98-7
(3R,4R)-4-((4-methoxybenzyl)oxy)-3-methylpentan-2-one

: 104701-87-3
(2S)-3-(tert-butyl-dimethyl-silyloxy)-2-methyl-propanal

: 1428737-99-8
(2R,3R,6S,7S)-8-(tert-butyldimethylsilyloxy)-6-hydroxy-2-(4-methoxybenzyloxy)-3,7-dimethyloctan-4-one

Guidance literature:: (3R,4R)-4-((4-methoxybenzyl)oxy)-3-methylpentan-2-one; With dicyclohexylboron chloride; triethylamine; In diethyl ether; hexane; at -78 ℃; for 1h;

(2S)-3-(tert-butyl-dimethyl-silyloxy)-2-methyl-propanal; In diethyl ether; hexane; at -78 ℃; for 2h;
DOI:10.1021/ol4004838

Reference yield:

: 1428737-97-6
(2R,3R)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylbutanamide

: 1428737-99-8
(2R,3R,6S,7S)-8-(tert-butyldimethylsilyloxy)-6-hydroxy-2-(4-methoxybenzyloxy)-3,7-dimethyloctan-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 1.5 h / 0 - 55 °C

2.1: triethylamine; dicyclohexylboron chloride / hexane; diethyl ether / 1 h / -78 °C

2.2: 2 h / -78 °C

With dicyclohexylboron chloride; triethylamine; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/ol4004838

Reference yield:

: 93454-85-4
(S)-3-(tert-butyldimethylsilyloxy)-2-methylpropionic acid methyl ester

: 1428737-99-8
(2R,3R,6S,7S)-8-(tert-butyldimethylsilyloxy)-6-hydroxy-2-(4-methoxybenzyloxy)-3,7-dimethyloctan-4-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -15 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / 1.5 h / -78 °C

3.1: triethylamine; dicyclohexylboron chloride / hexane; diethyl ether / 1 h / -78 °C

3.2: 2 h / -78 °C

With diisobutylaluminium hydride; dicyclohexylboron chloride; isopropylmagnesium chloride; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ol4004838