[1S-(1α,4aβ,4bα,7β,8aβ,10aα)]-7-(benzyloxy)tetradecahydro-4b-methyl-2-oxo-1-phenanthrenepropanenitrile

Base Information

Chemical Name:[1S-(1α,4aβ,4bα,7β,8aβ,10aα)]-7-(benzyloxy)tetradecahydro-4b-methyl-2-oxo-1-phenanthrenepropanenitrile
CAS No.:276671-87-5
Molecular Formula:C₂₅H₃₁NO₃
Molecular Weight:393.526
Hs Code.:

Synonyms:[1S-(1α,4aβ,4bα,7β,8aβ,10aα)]-7-(benzyloxy)tetradecahydro-4b-methyl-2-oxo-1-phenanthrenepropanenitrile

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of [1S-(1α,4aβ,4bα,7β,8aβ,10aα)]-7-(benzyloxy)tetradecahydro-4b-methyl-2-oxo-1-phenanthrenepropanenitrile

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of [1S-(1α,4aβ,4bα,7β,8aβ,10aα)]-7-(benzyloxy)tetradecahydro-4b-methyl-2-oxo-1-phenanthrenepropanenitrile

There total 3 articles about [1S-(1α,4aβ,4bα,7β,8aβ,10aα)]-7-(benzyloxy)tetradecahydro-4b-methyl-2-oxo-1-phenanthrenepropanenitrile 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: 91.0%

: 276671-86-4
[1S-(1α,4aβ,4bα,7β,8aβ,10aα)]-tetradecahydro-7-benzoyloxy-4b-methyl-2-methylene-1-phenanthrenepropanenitrile

: 276671-87-5
[1S-(1α,4aβ,4bα,7β,8aβ,10aα)]-7-(benzyloxy)tetradecahydro-4b-methyl-2-oxo-1-phenanthrenepropanenitrile

Guidance literature:: [1S-(1α,4aβ,4bα,7β,8aβ,10aα)]-tetradecahydro-7-benzoyloxy-4b-methyl-2-methylene-1-phenanthrenepropanenitrile; With ozone; In methanol; at -78 ℃;

With dimethylsulfide; at 20 ℃; for 1h; Further stages.;
DOI:10.1021/jo991906u

Reference yield:

: 5953-69-5
3α-hydroxy-5α-androstan-17-one 3-benzoate

: 276671-87-5
[1S-(1α,4aβ,4bα,7β,8aβ,10aα)]-7-(benzyloxy)tetradecahydro-4b-methyl-2-oxo-1-phenanthrenepropanenitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: NH₂OH*HCl; NaOAc / ethanol / 2 h / Heating

2.1: DCC; DMSO; CF₃COOH / 20 °C

3.1: O₃ / methanol / -78 °C

3.2: 91 percent / Me₂S / 1 h / 20 °C

With hydroxylamine hydrochloride; sodium acetate; ozone; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; ethanol; 1.1: Addition / 2.1: Rearrangement / 3.1: ozonation / 3.2: Reduction;
DOI:10.1021/jo991906u

Reference yield:

: 548460-46-4
(3α,5α)-3-(benzoyloxy)androstan-17-one 17-oxime

: 276671-87-5
[1S-(1α,4aβ,4bα,7β,8aβ,10aα)]-7-(benzyloxy)tetradecahydro-4b-methyl-2-oxo-1-phenanthrenepropanenitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: DCC; DMSO; CF₃COOH / 20 °C

2.1: O₃ / methanol / -78 °C

2.2: 91 percent / Me₂S / 1 h / 20 °C

With ozone; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; 1.1: Rearrangement / 2.1: ozonation / 2.2: Reduction;
DOI:10.1021/jo991906u