(4bR,7S,8aR,E)-6-benzylidene-4b-ethyl-7-hydroxy-7-(pyridin-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl 4-nitrobenzoate

Base Information

Chemical Name:(4bR,7S,8aR,E)-6-benzylidene-4b-ethyl-7-hydroxy-7-(pyridin-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl 4-nitrobenzoate
CAS No.:645397-11-1
Molecular Formula:C₃₅H₃₂N₂O₅
Molecular Weight:560.649
Hs Code.:

Synonyms:(4bR,7S,8aR,E)-6-benzylidene-4b-ethyl-7-hydroxy-7-(pyridin-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl 4-nitrobenzoate

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Chemical Property of (4bR,7S,8aR,E)-6-benzylidene-4b-ethyl-7-hydroxy-7-(pyridin-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl 4-nitrobenzoate

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Technology Process of (4bR,7S,8aR,E)-6-benzylidene-4b-ethyl-7-hydroxy-7-(pyridin-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl 4-nitrobenzoate

There total 7 articles about (4bR,7S,8aR,E)-6-benzylidene-4b-ethyl-7-hydroxy-7-(pyridin-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl 4-nitrobenzoate 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: 92.0%

: 645397-10-0
(2S,4aR,10aR,E)-3-benzylidene-4a-ethyl-2-(pyridin-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-2,7-diol

: 122-04-3
4-nitro-benzoyl chloride

: 645397-11-1
(4bR,7S,8aR,E)-6-benzylidene-4b-ethyl-7-hydroxy-7-(pyridin-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl 4-nitrobenzoate

Guidance literature:: With sodium hydroxide; In water; acetone; at 0 ℃; for 2.5h; Inert atmosphere;
DOI:10.1021/jm501601b

Reference yield: 89.0%

: 645397-10-0
(2S,4aR,10aR,E)-3-benzylidene-4a-ethyl-2-(pyridin-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-2,7-diol

: 645397-11-1
(4bR,7S,8aR,E)-6-benzylidene-4b-ethyl-7-hydroxy-7-(pyridin-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl 4-nitrobenzoate

Guidance literature:: With sodium hydroxide; water; 4-nitro-benzoyl chloride; In acetone; at 0 ℃; for 2.5h;

Reference yield:

: (4aR,10aR)-4a-ethyl-7-hydroxy-3,4,4a,9,10,10a-hexahydro-1H-phenanthren-2-one

: 645397-11-1
(4bR,7S,8aR,E)-6-benzylidene-4b-ethyl-7-hydroxy-7-(pyridin-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium ethanolate / 1 h / 20 °C / Inert atmosphere

1.2: 5 h / 20 °C / Inert atmosphere

2.1: 1H-imidazole / dichloromethane / 20 °C / Inert atmosphere

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

3.2: 4 h / -78 - 0 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere

5.1: sodium hydroxide / acetone; water / 2.5 h / 0 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; tetrabutyl ammonium fluoride; sodium ethanolate; sodium hydroxide; In tetrahydrofuran; hexane; dichloromethane; water; acetone;
DOI:10.1021/jm501601b