(1S,2S,4aS,4bS,8R,8aS,10aS)-2-(benzyloxy)-1,4a,8-trimethyl-6,9-dioxotetradecahydrophenanthrene-8a-carbonitrile

Base Information

Chemical Name:(1S,2S,4aS,4bS,8R,8aS,10aS)-2-(benzyloxy)-1,4a,8-trimethyl-6,9-dioxotetradecahydrophenanthrene-8a-carbonitrile
CAS No.:1207384-35-7
Molecular Formula:C₂₅H₃₁NO₃
Molecular Weight:393.526
Hs Code.:

Synonyms:(1S,2S,4aS,4bS,8R,8aS,10aS)-2-(benzyloxy)-1,4a,8-trimethyl-6,9-dioxotetradecahydrophenanthrene-8a-carbonitrile

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Chemical Property of (1S,2S,4aS,4bS,8R,8aS,10aS)-2-(benzyloxy)-1,4a,8-trimethyl-6,9-dioxotetradecahydrophenanthrene-8a-carbonitrile

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Technology Process of (1S,2S,4aS,4bS,8R,8aS,10aS)-2-(benzyloxy)-1,4a,8-trimethyl-6,9-dioxotetradecahydrophenanthrene-8a-carbonitrile

There total 12 articles about (1S,2S,4aS,4bS,8R,8aS,10aS)-2-(benzyloxy)-1,4a,8-trimethyl-6,9-dioxotetradecahydrophenanthrene-8a-carbonitrile 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%

: 1207384-26-6
(1R,4aS,4bS,7S,8S,8aS,10aS)-allyl 7-(benzyloxy)-10a-cyano-3-hydroxy-1,4b,8-trimethyl-10-oxo-1,2,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-4-carboxylate

: 1207384-35-7
(1S,2S,4aS,4bS,8R,8aS,10aS)-2-(benzyloxy)-1,4a,8-trimethyl-6,9-dioxotetradecahydrophenanthrene-8a-carbonitrile

Guidance literature:: With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 16h;
DOI:10.1021/ol902711b

Reference yield:

: 1207384-25-5
(4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonitrile

: 1207384-35-7
(1S,2S,4aS,4bS,8R,8aS,10aS)-2-(benzyloxy)-1,4a,8-trimethyl-6,9-dioxotetradecahydrophenanthrene-8a-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: caesium carbonate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; morpholine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In tetrahydrofuran;
DOI:10.1021/jo501122k

Reference yield:

: C₂₀H₂₅NO₂

: 1207384-35-7
(1S,2S,4aS,4bS,8R,8aS,10aS)-2-(benzyloxy)-1,4a,8-trimethyl-6,9-dioxotetradecahydrophenanthrene-8a-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.25 h / Inert atmosphere; Reflux

2: caesium carbonate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; morpholine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; benzene;
DOI:10.1021/jo501122k