(3S,5S,6R,8R,9S,10R,13S,14S,16S,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-16-ol

Base Information

Chemical Name:(3S,5S,6R,8R,9S,10R,13S,14S,16S,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-16-ol
CAS No.:210687-12-0
Molecular Formula:C₄₁H₆₀O₄
Molecular Weight:616.925
Hs Code.:

(3S,5S,6R,8R,9S,10R,13S,14S,16S,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-16-ol

Synonyms:(3S,5S,6R,8R,9S,10R,13S,14S,16S,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-16-ol

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Chemical Property of (3S,5S,6R,8R,9S,10R,13S,14S,16S,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-16-ol

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Technology Process of (3S,5S,6R,8R,9S,10R,13S,14S,16S,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-16-ol

There total 7 articles about (3S,5S,6R,8R,9S,10R,13S,14S,16S,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-16-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: 52.0%

: 210687-10-8
(25R)-3β,6β-bis(benzyloxy)-5α-spirostane

: 210687-12-0
(3S,5S,6R,8R,9S,10R,13S,14S,16S,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-16-ol

Guidance literature:: With hydrogenchloride; amalgamated zinc; In ethanol; for 1.6h; Heating;
DOI:10.1021/jo980266c

Reference yield:

: 100-39-0
benzyl bromide

: 210687-12-0
(3S,5S,6R,8R,9S,10R,13S,14S,16S,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-16-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 16 h / Heating

2: 52 percent / zinc amalgam, hydrochloric acid / ethanol / 1.6 h / Heating

With hydrogenchloride; amalgamated zinc; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; ethanol;
DOI:10.1021/jo980266c

Reference yield:

: 146333-24-6
3-O-benzyl diosgenin

: 210687-12-0
(3S,5S,6R,8R,9S,10R,13S,14S,16S,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-16-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) BH₃-SMe₂, 2.) H₂O₂, NaOH / 1.) THF, 0 deg C, 0.1 h, room temperature, 20 h, 2.) ethanol, water, reflux, 1 h

2: 95 percent / PDC / CH₂Cl₂ / 2 h

3: 100 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 0.2 h

4: 75 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 16 h / Heating

5: 52 percent / zinc amalgam, hydrochloric acid / ethanol / 1.6 h / Heating

With hydrogenchloride; sodium hydroxide; amalgamated zinc; lithium aluminium tetrahydride; dipyridinium dichromate; dimethylsulfide borane complex; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/jo980266c