(4R,4aS,6S,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-ol

Base Information

Chemical Name:(4R,4aS,6S,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-ol
CAS No.:851008-92-9
Molecular Formula:C₁₇H₂₅NO₃S
Molecular Weight:323.456
Hs Code.:

Synonyms:(4R,4aS,6S,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-ol

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Chemical Property of (4R,4aS,6S,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-ol

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Technology Process of (4R,4aS,6S,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-ol

There total 1 articles about (4R,4aS,6S,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-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: 98.0%

: 851008-90-7
(4R,4aS,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-one

: 851008-92-9
(4R,4aS,6S,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-ol

Guidance literature:: With sodium tetrahydroborate; In methanol;
DOI:10.1016/j.tetlet.2005.01.173

Reference yield:

: 851008-92-9
(4R,4aS,6S,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-ol

: 851008-94-1
4-Methoxy-benzoic acid (4R,4aS,6R,7S,7aR)-2,4,7-trimethyl-octahydro-[2]pyrindin-6-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 68 percent / Na naphthalenide / 1,2-dimethoxy-ethane / -50 °C

2.1: 85 percent / NaBH₃CN / acetic acid; acetonitrile

3.1: BuLi; Ph₂PCl / tetrahydrofuran / 0 - 20 °C

3.2: 80 percent / 2,6-dimethyl-1,4-benzoquinone / CH₂Cl₂

With n-butyllithium; Na naphthalenide; sodium cyanoborohydride; chloro-diphenylphosphine; In tetrahydrofuran; 1,2-dimethoxyethane; acetic acid; acetonitrile;
DOI:10.1016/j.tetlet.2005.01.173

Reference yield:

: 851008-92-9
(4R,4aS,6S,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-ol

: 145307-22-8
(4R,4aS,6R,7S,7aR)-2,4,7-trimethyloctahydro-1H-cyclopenta[c]pyridin-6-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 68 percent / Na naphthalenide / 1,2-dimethoxy-ethane / -50 °C

2.1: 85 percent / NaBH₃CN / acetic acid; acetonitrile

3.1: BuLi; Ph₂PCl / tetrahydrofuran / 0 - 20 °C

3.2: 80 percent / 2,6-dimethyl-1,4-benzoquinone / CH₂Cl₂

4.1: 83 percent / LiAlH₄ / diethyl ether / Heating

With lithium aluminium tetrahydride; n-butyllithium; Na naphthalenide; sodium cyanoborohydride; chloro-diphenylphosphine; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; acetic acid; acetonitrile;
DOI:10.1016/j.tetlet.2005.01.173