(3S,5R,8R,9S,10S,13S,14S,17S)-3-Benzyloxy-17-(5-methoxy-furan-3-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol

Base Information

Chemical Name:(3S,5R,8R,9S,10S,13S,14S,17S)-3-Benzyloxy-17-(5-methoxy-furan-3-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol
CAS No.:83457-03-8
Molecular Formula:C₃₁H₄₀O₄
Molecular Weight:476.656
Hs Code.:

(3S,5R,8R,9S,10S,13S,14S,17S)-3-Benzyloxy-17-(5-methoxy-furan-3-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol

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Chemical Property of (3S,5R,8R,9S,10S,13S,14S,17S)-3-Benzyloxy-17-(5-methoxy-furan-3-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol

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Technology Process of (3S,5R,8R,9S,10S,13S,14S,17S)-3-Benzyloxy-17-(5-methoxy-furan-3-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol

There total 1 articles about (3S,5R,8R,9S,10S,13S,14S,17S)-3-Benzyloxy-17-(5-methoxy-furan-3-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol 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:

: 73336-58-0
3β-benzyloxy-5β-androst-15-en-17-one

: 78799-91-4
2-methoxy-4-bromofuran

: 83457-03-8
(3S,5R,8R,9S,10S,13S,14S,17S)-3-Benzyloxy-17-(5-methoxy-furan-3-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol

Guidance literature:: With n-butyllithium; In diethyl ether; benzene; Yield given; 1.) -78 deg C, 1 h; 2.) 1 h;
DOI:10.1139/v81-206

Reference yield:

: 83457-03-8
(3S,5R,8R,9S,10S,13S,14S,17S)-3-Benzyloxy-17-(5-methoxy-furan-3-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol

: 73336-62-6
4-((3S,5R,8R,9S,10S,13R,14S,15R,17S)-3-Benzyloxy-15-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-5H-furan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) acetic anhydride, pyridine; 2.) CaCO₃ / 1.) p-dimethylaminopyridine / 1.) 48 h, RT; 2.) aq. acetone, reflux, 48 h

2: dil. HCl / H₂O; tetrahydrofuran / 5 h / Ambient temperature

3: H₂ / Pd/CaCO₃ / ethanol

With pyridine; hydrogenchloride; hydrogen; acetic anhydride; calcium carbonate; dmap; Lindlar's catalyst; In tetrahydrofuran; ethanol; water;
DOI:10.1139/v81-206

Reference yield:

: 83457-03-8
(3S,5R,8R,9S,10S,13S,14S,17S)-3-Benzyloxy-17-(5-methoxy-furan-3-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol

: 78799-94-7
4-((3S,5R,8R,9S,10S,13S,14S,15R)-3-Benzyloxy-15-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,15-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5H-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) acetic anhydride, pyridine; 2.) CaCO₃ / 1.) p-dimethylaminopyridine / 1.) 48 h, RT; 2.) aq. acetone, reflux, 48 h

2: dil. HCl / H₂O; tetrahydrofuran / 5 h / Ambient temperature

With pyridine; hydrogenchloride; acetic anhydride; calcium carbonate; dmap; In tetrahydrofuran; water;
DOI:10.1139/v81-206