(3R,5S,8R,9S,10S,13S,14S)-10,13,16,16-tetramethyl-3'-(4-methylbenzyl)tetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',17(2H)-dione

Base Information

Chemical Name:(3R,5S,8R,9S,10S,13S,14S)-10,13,16,16-tetramethyl-3'-(4-methylbenzyl)tetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',17(2H)-dione
CAS No.:1326703-08-5
Molecular Formula:C₃₁H₄₃NO₃
Molecular Weight:477.687
Hs Code.:

(3R,5S,8R,9S,10S,13S,14S)-10,13,16,16-tetramethyl-3'-(4-methylbenzyl)tetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',17(2H)-dione

Synonyms:(3R,5S,8R,9S,10S,13S,14S)-10,13,16,16-tetramethyl-3'-(4-methylbenzyl)tetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',17(2H)-dione

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Chemical Property of (3R,5S,8R,9S,10S,13S,14S)-10,13,16,16-tetramethyl-3'-(4-methylbenzyl)tetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',17(2H)-dione

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Technology Process of (3R,5S,8R,9S,10S,13S,14S)-10,13,16,16-tetramethyl-3'-(4-methylbenzyl)tetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',17(2H)-dione

There total 4 articles about (3R,5S,8R,9S,10S,13S,14S)-10,13,16,16-tetramethyl-3'-(4-methylbenzyl)tetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',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: 30.0%

: 1326702-99-1
(3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-3'-(4-methylbenzyl)tetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',17(2H)-dione

: 74-88-4
methyl iodide

: 1326703-08-5
(3R,5S,8R,9S,10S,13S,14S)-10,13,16,16-tetramethyl-3'-(4-methylbenzyl)tetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',17(2H)-dione

Guidance literature:: (3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-3'-(4-methylbenzyl)tetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',17(2H)-dione; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 1h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; mineral oil; Reflux; Inert atmosphere;
DOI:10.1016/j.bmc.2011.06.003

Reference yield:

: 42153-87-7
spiro-3(R)-oxirane-5α-androstan-17-one

: 1326703-08-5
(3R,5S,8R,9S,10S,13S,14S)-10,13,16,16-tetramethyl-3'-(4-methylbenzyl)tetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',17(2H)-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: ethanol / 70 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C / Inert atmosphere

3.2: Reflux; Inert atmosphere

With sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; mineral oil;
DOI:10.1016/j.bmc.2011.06.003

Reference yield:

: (3R,5S,8R,9S,10S,13S,14S)-3-Hydroxy-10,13-dimethyl-3-[(4-methyl-benzylamino)-methyl]-hexadecahydro-cyclopenta[a]phenanthren-17-one

: 1326703-08-5
(3R,5S,8R,9S,10S,13S,14S)-10,13,16,16-tetramethyl-3'-(4-methylbenzyl)tetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',17(2H)-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C / Inert atmosphere

2.2: Reflux; Inert atmosphere

With sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1016/j.bmc.2011.06.003