(3R,5S,5'R,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethyl-5'-(2-methylpropyl)tetradecahydro-6'H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,4]oxazinane]-6',17(2H)-dione

Base Information

Chemical Name:(3R,5S,5'R,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethyl-5'-(2-methylpropyl)tetradecahydro-6'H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,4]oxazinane]-6',17(2H)-dione
CAS No.:1401938-94-0
Molecular Formula:C₃₃H₄₇NO₃
Molecular Weight:505.741
Hs Code.:

(3R,5S,5'R,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethyl-5'-(2-methylpropyl)tetradecahydro-6'H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,4]oxazinane]-6',17(2H)-dione

Synonyms:(3R,5S,5'R,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethyl-5'-(2-methylpropyl)tetradecahydro-6'H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,4]oxazinane]-6',17(2H)-dione

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Chemical Property of (3R,5S,5'R,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethyl-5'-(2-methylpropyl)tetradecahydro-6'H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,4]oxazinane]-6',17(2H)-dione

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Technology Process of (3R,5S,5'R,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethyl-5'-(2-methylpropyl)tetradecahydro-6'H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,4]oxazinane]-6',17(2H)-dione

There total 7 articles about (3R,5S,5'R,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethyl-5'-(2-methylpropyl)tetradecahydro-6'H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,4]oxazinane]-6',17(2H)-dione 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: 92.0%

: 1401938-87-1
(3'R,5'S,5R,8'R,9'S,10'S,13'S,14'S)-4-benzyl-10',13'-dimethyl-5-(2-methylpropyl)tetradecahydro-2'H,6H-dispiro[1,3-dioxolane-2,17'-cyclopenta[a]phenanthrene-3',2-[1,4]oxazinan]-6-one

: 1401938-94-0
(3R,5S,5'R,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethyl-5'-(2-methylpropyl)tetradecahydro-6'H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,4]oxazinane]-6',17(2H)-dione

Guidance literature:: With sulfuric acid; In 1,4-dioxane; water; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.bmc.2015.07.049

Reference yield: 92.0%

: 1401938-94-0
(3R,5S,5'R,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethyl-5'-(2-methylpropyl)tetradecahydro-6'H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,4]oxazinane]-6',17(2H)-dione

Guidance literature:

Reference yield:

: 400604-16-2
spiro-3(R)-oxirane-5α-androstane-17-dioxolane

: 1401938-94-0
(3R,5S,5'R,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethyl-5'-(2-methylpropyl)tetradecahydro-6'H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,4]oxazinane]-6',17(2H)-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanol / 21 h / 90 °C / Schlenk technique; Inert atmosphere

2.1: sodium methylate / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 75 °C / Schlenk technique; Inert atmosphere

3.2: 75 °C / Schlenk technique; Inert atmosphere

4.1: sulfuric acid / 1,4-dioxane; water / 20 °C / Inert atmosphere

With sulfuric acid; sodium methylate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1016/j.bmc.2015.07.049