(3′E,4a′R,10a′R)-3′-benzylidene-4a′-ethyl-3′,4′,4a′,9′,10′,10a′-hexahydro-1′H-spiro[[1,3]dioxolane-2,2′-phenanthren]-7′-ol

Base Information

Chemical Name:(3′E,4a′R,10a′R)-3′-benzylidene-4a′-ethyl-3′,4′,4a′,9′,10′,10a′-hexahydro-1′H-spiro[[1,3]dioxolane-2,2′-phenanthren]-7′-ol
CAS No.:645397-04-2
Molecular Formula:C₂₅H₂₈O₃
Molecular Weight:376.496
Hs Code.:

Synonyms:(3′E,4a′R,10a′R)-3′-benzylidene-4a′-ethyl-3′,4′,4a′,9′,10′,10a′-hexahydro-1′H-spiro[[1,3]dioxolane-2,2′-phenanthren]-7′-ol

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Chemical Property of (3′E,4a′R,10a′R)-3′-benzylidene-4a′-ethyl-3′,4′,4a′,9′,10′,10a′-hexahydro-1′H-spiro[[1,3]dioxolane-2,2′-phenanthren]-7′-ol

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Technology Process of (3′E,4a′R,10a′R)-3′-benzylidene-4a′-ethyl-3′,4′,4a′,9′,10′,10a′-hexahydro-1′H-spiro[[1,3]dioxolane-2,2′-phenanthren]-7′-ol

There total 3 articles about (3′E,4a′R,10a′R)-3′-benzylidene-4a′-ethyl-3′,4′,4a′,9′,10′,10a′-hexahydro-1′H-spiro[[1,3]dioxolane-2,2′-phenanthren]-7′-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: 100.0%

: 645396-79-8
(3E,4aR,10aR)-3-benzylidene-4a-ethyl-7-hydroxy-3,4,4a,9,10,10a-hexahydro-1H-phenanthren-2-one

: 107-21-1
ethylene glycol

: 645397-04-2
(3′E,4a′R,10a′R)-3′-benzylidene-4a′-ethyl-3′,4′,4a′,9′,10′,10a′-hexahydro-1′H-spiro[[1,3]dioxolane-2,2′-phenanthren]-7′-ol

Guidance literature:: toluene-4-sulfonic acid; In toluene; for 20h; Heating / reflux;

Reference yield:

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

: 645397-04-2
(3′E,4a′R,10a′R)-3′-benzylidene-4a′-ethyl-3′,4′,4a′,9′,10′,10a′-hexahydro-1′H-spiro[[1,3]dioxolane-2,2′-phenanthren]-7′-ol

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 5 h / 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / toluene / 12 h / Inert atmosphere; Dean-Stark; Reflux

With sodium ethanolate; toluene-4-sulfonic acid; In toluene;
DOI:10.1021/jm501601b

Reference yield:

: 100-52-7
benzaldehyde

: 645397-04-2
(3′E,4a′R,10a′R)-3′-benzylidene-4a′-ethyl-3′,4′,4a′,9′,10′,10a′-hexahydro-1′H-spiro[[1,3]dioxolane-2,2′-phenanthren]-7′-ol

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 5 h / 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / toluene / 12 h / Inert atmosphere; Dean-Stark; Reflux

With sodium ethanolate; toluene-4-sulfonic acid; In toluene;
DOI:10.1021/jm501601b