(3S,5S,6R,8R,9S,10R,13R,14S,15R,16R,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-15,16-diol

Base Information

Chemical Name:(3S,5S,6R,8R,9S,10R,13R,14S,15R,16R,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-15,16-diol
CAS No.:210687-23-3
Molecular Formula:C₄₁H₆₀O₅
Molecular Weight:632.924
Hs Code.:

(3S,5S,6R,8R,9S,10R,13R,14S,15R,16R,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-15,16-diol

Synonyms:(3S,5S,6R,8R,9S,10R,13R,14S,15R,16R,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-15,16-diol

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Chemical Property of (3S,5S,6R,8R,9S,10R,13R,14S,15R,16R,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-15,16-diol

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Technology Process of (3S,5S,6R,8R,9S,10R,13R,14S,15R,16R,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-15,16-diol

There total 13 articles about (3S,5S,6R,8R,9S,10R,13R,14S,15R,16R,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-15,16-diol 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: 58.0%

: 210687-21-1
(3S,5S,6R,8R,9S,10R,13S,14S,15R,17R)-3,6-Bis-benzyloxy-15-hydroxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-16-one

: 210687-23-3
(3S,5S,6R,8R,9S,10R,13R,14S,15R,16R,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-15,16-diol

Guidance literature:: With dimethylsulfide borane complex; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1021/jo980266c

Reference yield: 50.0%

: 210687-21-1
(3S,5S,6R,8R,9S,10R,13S,14S,15R,17R)-3,6-Bis-benzyloxy-15-hydroxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-16-one

: (3S,5S,6R,8R,9S,10R,13R,14S,15R,16S,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-15,16-diol

: 210687-23-3
(3S,5S,6R,8R,9S,10R,13R,14S,15R,16R,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-15,16-diol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.2h;
DOI:10.1021/jo980266c

Reference yield:

: 100-39-0
benzyl bromide

: 210687-23-3
(3S,5S,6R,8R,9S,10R,13R,14S,15R,16R,17R)-3,6-Bis-benzyloxy-17-((1R,5R)-6-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-15,16-diol

Guidance literature:: Multi-step reaction with 7 steps

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

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

3: 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1.5 h

4: 0.59 g / PDC / CH₂Cl₂ / 2 h

5: LiN(SiMe₃)2 / tetrahydrofuran / -78 °C

6: 1.) dimethyldioxirane, 2.) camphorsulfonic acid / 1.) CH₂Cl₂, 0 deg C, 1 h, 2.) acetone, 4 deg C, 16 h

7: 50 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 0.2 h / 0 °C

With hydrogenchloride; amalgamated zinc; lithium aluminium tetrahydride; dipyridinium dichromate; camphor-10-sulfonic acid; 3,3-dimethyldioxirane; tetra-(n-butyl)ammonium iodide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/jo980266c