(8R,9S,13S,14S)-methyl 3-(benzyloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-17-oxo-6H-cyclopenta[a]phenanthrene-16-carboxylate

Base Information

Chemical Name:(8R,9S,13S,14S)-methyl 3-(benzyloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-17-oxo-6H-cyclopenta[a]phenanthrene-16-carboxylate
CAS No.:769956-93-6
Molecular Formula:C₂₇H₃₀O₄
Molecular Weight:418.533
Hs Code.:

Synonyms:(8R,9S,13S,14S)-methyl 3-(benzyloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-17-oxo-6H-cyclopenta[a]phenanthrene-16-carboxylate

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Chemical Property of (8R,9S,13S,14S)-methyl 3-(benzyloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-17-oxo-6H-cyclopenta[a]phenanthrene-16-carboxylate

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Technology Process of (8R,9S,13S,14S)-methyl 3-(benzyloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-17-oxo-6H-cyclopenta[a]phenanthrene-16-carboxylate

There total 4 articles about (8R,9S,13S,14S)-methyl 3-(benzyloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-17-oxo-6H-cyclopenta[a]phenanthrene-16-carboxylate 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: 93.0%

: 858-98-0
3-benzyloxyestra-1,3,5⁽¹⁰⁾-trien-17-one

: 616-38-6
carbonic acid dimethyl ester

: 769956-93-6
(8R,9S,13S,14S)-methyl 3-(benzyloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-17-oxo-6H-cyclopenta[a]phenanthrene-16-carboxylate

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 8h; Reflux; Inert atmosphere;
DOI:10.1021/acs.orglett.1c03837

Reference yield:

: 53-16-7
Estrone

: 769956-93-6
(8R,9S,13S,14S)-methyl 3-(benzyloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-17-oxo-6H-cyclopenta[a]phenanthrene-16-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / tetrabutylammonium hydrogen sulfate; NaOH / CH₂Cl₂ / 24 h / Heating

2: KH / tetrahydrofuran / 3 h / Heating

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; potassium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bioorg.2004.06.009

Reference yield:

: 100-39-0
benzyl bromide

: 769956-93-6
(8R,9S,13S,14S)-methyl 3-(benzyloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-17-oxo-6H-cyclopenta[a]phenanthrene-16-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / tetrabutylammonium hydrogen sulfate; NaOH / CH₂Cl₂ / 24 h / Heating

2: KH / tetrahydrofuran / 3 h / Heating

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; potassium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bioorg.2004.06.009