(+/-)-(1'α,4'aβ,4'bα,8'aβ,10'β,10'aα)-Decahydro-10'a-hydroxy-1',4'a,8'a-trimethyl-10'-(phenylseleno)spiro<1,3-dioxolane-2,2'(1'H)-phenanthren>-6'(3'H)-one

Base Information

Chemical Name:(+/-)-(1'α,4'aβ,4'bα,8'aβ,10'β,10'aα)-Decahydro-10'a-hydroxy-1',4'a,8'a-trimethyl-10'-(phenylseleno)spiro<1,3-dioxolane-2,2'(1'H)-phenanthren>-6'(3'H)-one
CAS No.:91191-86-5
Molecular Formula:C₂₅H₃₄O₄Se
Molecular Weight:477.503
Hs Code.:

Synonyms:(+/-)-(1'α,4'aβ,4'bα,8'aβ,10'β,10'aα)-Decahydro-10'a-hydroxy-1',4'a,8'a-trimethyl-10'-(phenylseleno)spiro<1,3-dioxolane-2,2'(1'H)-phenanthren>-6'(3'H)-one

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Chemical Property of (+/-)-(1'α,4'aβ,4'bα,8'aβ,10'β,10'aα)-Decahydro-10'a-hydroxy-1',4'a,8'a-trimethyl-10'-(phenylseleno)spiro<1,3-dioxolane-2,2'(1'H)-phenanthren>-6'(3'H)-one

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Technology Process of (+/-)-(1'α,4'aβ,4'bα,8'aβ,10'β,10'aα)-Decahydro-10'a-hydroxy-1',4'a,8'a-trimethyl-10'-(phenylseleno)spiro<1,3-dioxolane-2,2'(1'H)-phenanthren>-6'(3'H)-one

There total 4 articles about (+/-)-(1'α,4'aβ,4'bα,8'aβ,10'β,10'aα)-Decahydro-10'a-hydroxy-1',4'a,8'a-trimethyl-10'-(phenylseleno)spiro<1,3-dioxolane-2,2'(1'H)-phenanthren>-6'(3'H)-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: 77.0%

: 1666-13-3
diphenyl diselenide

: 91191-82-1
(+/-)-(4'α,4'aS*,5'aβ,6'aβ,10'aα,10'bβ)-Octahydro-4',6'a,10'b-trimethylspiro<1,3-dioxolane-2,3'(4'H)-<2H>phenanthro<8a,9-b>oxiren>-9'(5'aH)-one

: 91191-86-5
(+/-)-(1'α,4'aβ,4'bα,8'aβ,10'β,10'aα)-Decahydro-10'a-hydroxy-1',4'a,8'a-trimethyl-10'-(phenylseleno)spiro<1,3-dioxolane-2,2'(1'H)-phenanthren>-6'(3'H)-one

Guidance literature:: With sodium tetrahydroborate; In ethanol; for 1.5h; Heating;
DOI:10.1021/jo00192a004

Reference yield:

: 91191-74-1
(+/-)-cis-4,4a,8,8a,9,10-Hexahydro-1,4a,8a-trimethyl-2,6-(3H,7H)-phenanthrenedione

: 91191-86-5
(+/-)-(1'α,4'aβ,4'bα,8'aβ,10'β,10'aα)-Decahydro-10'a-hydroxy-1',4'a,8'a-trimethyl-10'-(phenylseleno)spiro<1,3-dioxolane-2,2'(1'H)-phenanthren>-6'(3'H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1) 2-naphthalenesulfonic acid 2) silica, water / 1) benzene, 5d, reflux 2) CH₂Cl₂, 2d, reflux

2: 97 percent / lithium, ammonia, tert-butylalcohol / tetrahydrofuran / 0.5 h

3: 52 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 21 h / 0 °C

4: 77 percent / NaBH₄ / ethanol / 1.5 h / Heating

With sodium tetrahydroborate; naphthalene-2-sulfonate; ammonia; water; silica gel; lithium; 3-chloro-benzenecarboperoxoic acid; tert-butyl alcohol; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo00192a004

Reference yield:

: 91191-78-5
(+/-)-(1'α,4'aβ,4'bα,8'aβ)-4',4'a,4'b,5',7',8',8'a,9'-Octahydro-1',4'a,8'a-trimethylspiro<1,3-dioxolane-2,2'(1'H)-phenanthren>-6'(3'H)-one

: 91191-86-5
(+/-)-(1'α,4'aβ,4'bα,8'aβ,10'β,10'aα)-Decahydro-10'a-hydroxy-1',4'a,8'a-trimethyl-10'-(phenylseleno)spiro<1,3-dioxolane-2,2'(1'H)-phenanthren>-6'(3'H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 21 h / 0 °C

2: 77 percent / NaBH₄ / ethanol / 1.5 h / Heating

With sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane;
DOI:10.1021/jo00192a004