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

Base Information

Chemical Name:(1R,3aR,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-1-hydroxy-4,7a-dimethylhexahydro-1H-inden-5(6H)-one
CAS No.:1430737-41-9
Molecular Formula:C₂₀H₂₇ClO₄
Molecular Weight:366.885
Hs Code.:

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

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Chemical Property of (1R,3aR,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-1-hydroxy-4,7a-dimethylhexahydro-1H-inden-5(6H)-one

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Technology Process of (1R,3aR,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-1-hydroxy-4,7a-dimethylhexahydro-1H-inden-5(6H)-one

There total 5 articles about (1R,3aR,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-1-hydroxy-4,7a-dimethylhexahydro-1H-inden-5(6H)-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: 81.0%

: 1430737-39-5
2-chloro-1-(iodomethyl)-3,5-dimethoxybenzene

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

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

Guidance literature:: (1R,7aR)-1-hydroxy-4,7a-dimethyl-2,3,7,7a-tetrahydro-1H-inden-5(6H)-one; With ammonia; lithium; In tetrahydrofuran; at -78 - -33 ℃; for 1h; Inert atmosphere;

2-chloro-1-(iodomethyl)-3,5-dimethoxybenzene; In tetrahydrofuran; at -78 ℃; Inert atmosphere;
DOI:10.3390/molecules22071041

Reference yield:

: (-)-(7aR)-4,7a-dimethyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: borohydride

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

2.2: 8 h / -78 °C / Inert atmosphere; Schlenk technique

With ammonia; sodium; lithium; In tetrahydrofuran; 2.1: |Birch Reduction;
DOI:10.1021/jo400670y

Reference yield:

: 34927-37-2
2-(3-oxopentyl)-2-methylcyclopentane-1,3-diones

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: D-(R)-phenylalanine; pyridinium p-toluenesulfonate / dimethyl sulfoxide / 24 h / 50 °C / Sealed tube; Sonication; Inert atmosphere

2.1: sodium tetrahydroborate / ethanol / 0.33 h / -25 °C / Inert atmosphere

3.1: lithium; ammonia / tetrahydrofuran / 1 h / -78 - -33 °C / Inert atmosphere

3.2: -78 °C / Inert atmosphere

With sodium tetrahydroborate; D-(R)-phenylalanine; ammonia; pyridinium p-toluenesulfonate; lithium; In tetrahydrofuran; ethanol; dimethyl sulfoxide;
DOI:10.3390/molecules22071041