(2S,3S,Z)-10-tert-butyldimethylsilyloxy-1-(4-methoxybenzyloxy)-2-methyl-7-(trimethylsilylmethylene)decane-3-ol

Base Information

Chemical Name:(2S,3S,Z)-10-tert-butyldimethylsilyloxy-1-(4-methoxybenzyloxy)-2-methyl-7-(trimethylsilylmethylene)decane-3-ol
CAS No.:1404459-03-5
Molecular Formula:C₂₉H₅₄O₄Si₂
Molecular Weight:522.916
Hs Code.:

Synonyms:(2S,3S,Z)-10-tert-butyldimethylsilyloxy-1-(4-methoxybenzyloxy)-2-methyl-7-(trimethylsilylmethylene)decane-3-ol

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Chemical Property of (2S,3S,Z)-10-tert-butyldimethylsilyloxy-1-(4-methoxybenzyloxy)-2-methyl-7-(trimethylsilylmethylene)decane-3-ol

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Technology Process of (2S,3S,Z)-10-tert-butyldimethylsilyloxy-1-(4-methoxybenzyloxy)-2-methyl-7-(trimethylsilylmethylene)decane-3-ol

There total 1 articles about (2S,3S,Z)-10-tert-butyldimethylsilyloxy-1-(4-methoxybenzyloxy)-2-methyl-7-(trimethylsilylmethylene)decane-3-ol 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: 77.0%

: 110519-13-6
tert-butyldimethyl((5-(trimethylsilyl)pent-4-yn-1-yl)oxy)silane

: 180592-86-3
(2S,3S)-1-(4-methoxybenzyloxy)-2-methylhex-5-en-3-ol

: 1404459-03-5
(2S,3S,Z)-10-tert-butyldimethylsilyloxy-1-(4-methoxybenzyloxy)-2-methyl-7-(trimethylsilylmethylene)decane-3-ol

Guidance literature:: tert-butyldimethyl((5-(trimethylsilyl)pent-4-yn-1-yl)oxy)silane; With titanium(IV) isopropylate; cyclopentylmagnesium chloride; In diethyl ether; toluene; at -78 - -30 ℃; for 3h;

(2S,3S)-1-(4-methoxybenzyloxy)-2-methylhex-5-en-3-ol; With n-butyllithium; In diethyl ether; hexane; toluene; at -78 - -30 ℃; for 9h; regioselective reaction; Inert atmosphere;
DOI:10.1021/ol302751b

Reference yield:

: 1404459-03-5
(2S,3S,Z)-10-tert-butyldimethylsilyloxy-1-(4-methoxybenzyloxy)-2-methyl-7-(trimethylsilylmethylene)decane-3-ol

: C₂₃H₄₀O₄Si

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 14h; Inert atmosphere;
DOI:10.1021/ol302751b

Reference yield:

: 1404459-03-5
(2S,3S,Z)-10-tert-butyldimethylsilyloxy-1-(4-methoxybenzyloxy)-2-methyl-7-(trimethylsilylmethylene)decane-3-ol

: 1404459-44-4
(8S,9S,Z)-8-hydroxy-10-(4-methoxybenzyloxy)-9-methyl-4-(trimethylsilylmethylene)decanal

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 14 h / 0 - 20 °C / Inert atmosphere

2: 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; tetrabutyl-ammonium chloride / dichloromethane / 19 h / pH 8.6

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; tetrabutyl ammonium fluoride; tetrabutyl-ammonium chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol302751b