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
• Mol file: 1430737-52-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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 + Methyltriphenylphosphonium bromide (1779-49-3) → tert-butyl(((1R,3aS,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-4,7a-dimethyl-5-methyleneoctahydro-1H-inden-1-yl)oxy)-dimethylsilane (1430737-52-2)

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%

(1R,3aR,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-1-hydroxy-4,7a-dimethylhexahydro-1H-inden-5(6H)-one (1430737-41-9) + t-butyldimethylsiyl triflate (69739-34-0) → tert-butyl(((1R,3aS,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-4,7a-dimethyl-5-methyleneoctahydro-1H-inden-1-yl)oxy)-dimethylsilane (1430737-52-2)

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

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

upstream raw materials:

1-(bromomethyl)-2-chloro-3,5-dimethoxybenzene

Methyltriphenylphosphonium bromide

3,5-dimethoxybenzyl alcohol

2-chloro-3,5-dimethoxybenzyl alcohol