tert-butyl(((1R,3aS,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-4,7a-dimethyl-5-methyleneoctahydro-1H-inden-1-yl)oxy)-dimethylsilane

Base Information

Chemical Name:tert-butyl(((1R,3aS,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-4,7a-dimethyl-5-methyleneoctahydro-1H-inden-1-yl)oxy)-dimethylsilane
CAS No.:1430737-52-2
Molecular Formula:C₂₇H₄₃ClO₃Si
Molecular Weight:479.175
Hs Code.:

Synonyms:tert-butyl(((1R,3aS,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-4,7a-dimethyl-5-methyleneoctahydro-1H-inden-1-yl)oxy)-dimethylsilane

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Chemical Property of tert-butyl(((1R,3aS,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-4,7a-dimethyl-5-methyleneoctahydro-1H-inden-1-yl)oxy)-dimethylsilane

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Technology Process of tert-butyl(((1R,3aS,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-4,7a-dimethyl-5-methyleneoctahydro-1H-inden-1-yl)oxy)-dimethylsilane

There total 10 articles about tert-butyl(((1R,3aS,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-4,7a-dimethyl-5-methyleneoctahydro-1H-inden-1-yl)oxy)-dimethylsilane 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: 100.0%

: C₂₆H₄₁ClO₄Si

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1430737-52-2
tert-butyl(((1R,3aS,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-4,7a-dimethyl-5-methyleneoctahydro-1H-inden-1-yl)oxy)-dimethylsilane

Guidance literature:: Methyltriphenylphosphonium bromide; With sodium hydride; In dimethyl sulfoxide; at 20 ℃; for 1h; Inert atmosphere; Schlenk technique;

C₂₆H₄₁ClO₄Si; In tetrahydrofuran; dimethyl sulfoxide; at 75 ℃; for 16h; Inert atmosphere; Schlenk technique;
DOI:10.1021/jo400670y

Reference yield: 78.0%

: 1430737-41-9
(1R,3aR,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-1-hydroxy-4,7a-dimethylhexahydro-1H-inden-5(6H)-one

: 69739-34-0
t-butyldimethylsiyl triflate

: 1430737-52-2
tert-butyl(((1R,3aS,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-4,7a-dimethyl-5-methyleneoctahydro-1H-inden-1-yl)oxy)-dimethylsilane

Guidance literature:: (1R,3aR,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-1-hydroxy-4,7a-dimethylhexahydro-1H-inden-5(6H)-one; t-butyldimethylsiyl triflate; With triethylamine; In dichloromethane; at -78 ℃; Inert atmosphere;

With Methyltriphenylphosphonium bromide; sodium hydride; In dimethyl sulfoxide; at 75 ℃; stereoselective reaction; Inert atmosphere;
DOI:10.3390/molecules22071041

Reference yield:

: (1R,7aR)-1-hydroxy-4,7a-dimethyl-2,3,7,7a-tetrahydro-1H-inden-5(6H)-one

: 1430737-52-2
tert-butyl(((1R,3aS,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-4,7a-dimethyl-5-methyleneoctahydro-1H-inden-1-yl)oxy)-dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium; ammonia; sodium / tetrahydrofuran / 1.5 h / -78 - -33 °C / Inert atmosphere; Schlenk technique

1.2: 8 h / -78 °C / Inert atmosphere; Schlenk technique

2.1: dichloromethane / 3 h / -78 °C / Inert atmosphere; Schlenk technique

3.1: sodium hydride / dimethyl sulfoxide / 1 h / 20 °C / Inert atmosphere; Schlenk technique

3.2: 16 h / 75 °C / Inert atmosphere; Schlenk technique

With ammonia; sodium; lithium; sodium hydride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1.1: |Birch Reduction / 3.1: |Wittig Olefination;
DOI:10.1021/jo400670y