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

Base Information

Chemical Name:4-Methoxy-benzoic acid (4R,4aS,6R,7S,7aR)-2,4,7-trimethyl-octahydro-[2]pyrindin-6-yl ester
CAS No.:851008-94-1
Molecular Formula:C₁₉H₂₇NO₃
Molecular Weight:317.428
Hs Code.:

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

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Chemical Property of 4-Methoxy-benzoic acid (4R,4aS,6R,7S,7aR)-2,4,7-trimethyl-octahydro-[2]pyrindin-6-yl ester

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Technology Process of 4-Methoxy-benzoic acid (4R,4aS,6R,7S,7aR)-2,4,7-trimethyl-octahydro-[2]pyrindin-6-yl ester

There total 4 articles about 4-Methoxy-benzoic acid (4R,4aS,6R,7S,7aR)-2,4,7-trimethyl-octahydro-[2]pyrindin-6-yl ester 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: 80.0%

: 100-09-4
4-methoxybenzoic acid

: 824424-10-4
(4R,4aS,6S,7S,7aR)-2,4,7-trimethyl-octahydro-1H-cyclopenta[c]pyridin-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:: (4R,4aS,6S,7S,7aR)-2,4,7-trimethyl-octahydro-1H-cyclopenta[c]pyridin-6-ol; With n-butyllithium; chloro-diphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃;

4-methoxybenzoic acid; With 2,6-dimethyl-1,4-benzoquinone; In dichloromethane;
DOI:10.1016/j.tetlet.2005.01.173

Reference yield:

: 851008-93-0
(4R,4aS,6S,7S,7aR)-4,7-Dimethyl-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 2 steps

1.1: 85 percent / NaBH₃CN / acetic acid; acetonitrile

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

2.2: 80 percent / 2,6-dimethyl-1,4-benzoquinone / CH₂Cl₂

With n-butyllithium; sodium cyanoborohydride; chloro-diphenylphosphine; In tetrahydrofuran; acetic acid; acetonitrile;
DOI:10.1016/j.tetlet.2005.01.173

Reference yield:

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

: 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 4 steps

1.1: 98 percent / NaBH₄ / methanol

2.1: 68 percent / Na naphthalenide / 1,2-dimethoxy-ethane / -50 °C

3.1: 85 percent / NaBH₃CN / acetic acid; acetonitrile

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

4.2: 80 percent / 2,6-dimethyl-1,4-benzoquinone / CH₂Cl₂

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