[(2R,6R)-6-((3S,5S,6R,8R,9S,10R,13R,14S,17S)-3,6-Bis-benzyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-heptyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(2R,6R)-6-((3S,5S,6R,8R,9S,10R,13R,14S,17S)-3,6-Bis-benzyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-heptyloxy]-tert-butyl-dimethyl-silane
CAS No.:210687-17-5
Molecular Formula:C₄₇H₇₂O₃Si
Molecular Weight:713.172
Hs Code.:

[(2R,6R)-6-((3S,5S,6R,8R,9S,10R,13R,14S,17S)-3,6-Bis-benzyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-heptyloxy]-tert-butyl-dimethyl-silane

Synonyms:[(2R,6R)-6-((3S,5S,6R,8R,9S,10R,13R,14S,17S)-3,6-Bis-benzyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-heptyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(2R,6R)-6-((3S,5S,6R,8R,9S,10R,13R,14S,17S)-3,6-Bis-benzyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-heptyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(2R,6R)-6-((3S,5S,6R,8R,9S,10R,13R,14S,17S)-3,6-Bis-benzyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-heptyloxy]-tert-butyl-dimethyl-silane

There total 11 articles about [(2R,6R)-6-((3S,5S,6R,8R,9S,10R,13R,14S,17S)-3,6-Bis-benzyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-heptyloxy]-tert-butyl-dimethyl-silane 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: 50.0%

: Trifluoro-methanesulfonic acid (3S,5S,6R,8R,9S,10R,13S,14S,17R)-3,6-bis-benzyloxy-17-[(1R,5R)-6-(tert-butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-16-yl ester

: 210687-17-5
[(2R,6R)-6-((3S,5S,6R,8R,9S,10R,13R,14S,17S)-3,6-Bis-benzyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-heptyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; lithium chloride; In tetrahydrofuran; for 16h; Heating;
DOI:10.1021/jo980266c

Reference yield:

: 100-39-0
benzyl bromide

: 210687-17-5
[(2R,6R)-6-((3S,5S,6R,8R,9S,10R,13R,14S,17S)-3,6-Bis-benzyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-heptyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 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: 94 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -78 °C

6: 50 percent / Bu₃SnH, Pd(PPh₃)4, LiCl / tetrahydrofuran / 16 h / Heating

With hydrogenchloride; amalgamated zinc; dipyridinium dichromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo980266c

Reference yield:

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

: 210687-17-5
[(2R,6R)-6-((3S,5S,6R,8R,9S,10R,13R,14S,17S)-3,6-Bis-benzyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-heptyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 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

6: 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1.5 h

7: 0.59 g / PDC / CH₂Cl₂ / 2 h

8: 94 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -78 °C

9: 50 percent / Bu₃SnH, Pd(PPh₃)4, LiCl / tetrahydrofuran / 16 h / Heating

With hydrogenchloride; sodium hydroxide; amalgamated zinc; lithium aluminium tetrahydride; dipyridinium dichromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylsulfide borane complex; dihydrogen peroxide; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/jo980266c