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

Base Information

Chemical Name:(8S,9S,Z)-8-hydroxy-10-(4-methoxybenzyloxy)-9-methyl-4-(trimethylsilylmethylene)decanal
CAS No.:1404459-44-4
Molecular Formula:C₂₃H₃₈O₄Si
Molecular Weight:406.638
Hs Code.:

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

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Chemical Property of (8S,9S,Z)-8-hydroxy-10-(4-methoxybenzyloxy)-9-methyl-4-(trimethylsilylmethylene)decanal

Chemical Property:

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Technology Process of (8S,9S,Z)-8-hydroxy-10-(4-methoxybenzyloxy)-9-methyl-4-(trimethylsilylmethylene)decanal

There total 3 articles about (8S,9S,Z)-8-hydroxy-10-(4-methoxybenzyloxy)-9-methyl-4-(trimethylsilylmethylene)decanal 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:

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

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: titanium(IV) isopropylate; cyclopentylmagnesium chloride / toluene; diethyl ether / 3 h / -78 - -30 °C

1.2: 9 h / -78 - -30 °C / Inert atmosphere

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

3.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; tetrabutyl-ammonium chloride / dichloromethane / 19 h / pH 8.6

With titanium(IV) isopropylate; 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; tetrabutyl ammonium fluoride; tetrabutyl-ammonium chloride; cyclopentylmagnesium chloride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
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

Reference yield:

: C₂₃H₄₀O₄Si

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

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; tetrabutyl-ammonium chloride; In dichloromethane; for 19h; pH=8.6;
DOI:10.1021/ol302751b