(3S,5S,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-isopropyl-heptane-1,5-diol

Base Information

Chemical Name:(3S,5S,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-isopropyl-heptane-1,5-diol
CAS No.:400643-80-3
Molecular Formula:C₄₅H₇₀O₃Si
Molecular Weight:687.135
Hs Code.:

(3S,5S,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-isopropyl-heptane-1,5-diol

Synonyms:(3S,5S,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-isopropyl-heptane-1,5-diol

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Chemical Property of (3S,5S,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-isopropyl-heptane-1,5-diol

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Technology Process of (3S,5S,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-isopropyl-heptane-1,5-diol

There total 16 articles about (3S,5S,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-isopropyl-heptane-1,5-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: 100.0%

: (3S,5S,6S)-6-[(3S,5S,8R,9S,10S,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,15-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-isopropyl-heptane-1,5-diol

: 400643-80-3
(3S,5S,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-isopropyl-heptane-1,5-diol

Guidance literature:: With hydrogen; platinum on activated charcoal; In ethanol;
DOI:10.1016/S0040-4039(01)01964-5

Reference yield:

: 481-29-8
Epiandrosterone

: 400643-80-3
(3S,5S,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-isopropyl-heptane-1,5-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / DBU / CH₂Cl₂

2: 98 percent / t-BuOK / tetrahydrofuran / 3 h / Heating

3: <2.0 equiv. Me₂AlCl / CH₂Cl₂

4: 12 percent / NaBH₄ / ethanol; tetrahydrofuran

5: 100 percent / H₂ / Pd/C / ethanol

6: 100 percent / H₂ / Pt/C / ethanol

With sodium tetrahydroborate; potassium tert-butylate; hydrogen; dimethylaluminum chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; platinum on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 3: Oppenhauer-like oxidation;
DOI:10.1016/S0040-4039(01)01964-5

Reference yield:

: 105897-85-6
(R)-3-(1-methylethyl)-6-oxoheptanal dimethylacetal

: 400643-80-3
(3S,5S,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-isopropyl-heptane-1,5-diol

Guidance literature:: Multi-step reaction with 12 steps

1: 100 percent / HClO₄ / H₂O; tetrahydrofuran

2: 98 percent / lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride / tetrahydrofuran / 1 h / -78 °C

3: 96 percent / DBU / CH₂Cl₂

4: 100 percent / MCPBA / CHCl₃ / 48 h / Heating

5: 60 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

6: 57 percent / Ag₂O / CH₂Cl₂

7: 81 percent / K₂CO₃ / methanol / 8 h / 40 °C

8: 66 percent / pyridinium dichromate; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h

9: <2.0 equiv. Me₂AlCl / CH₂Cl₂

10: 12 percent / NaBH₄ / ethanol; tetrahydrofuran

11: 100 percent / H₂ / Pd/C / ethanol

12: 100 percent / H₂ / Pt/C / ethanol

With sodium tetrahydroborate; dipyridinium dichromate; perchloric acid; Lithium tris[(3-ethyl-3-pentyl)-oxy]aluminohydride; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; dimethylaluminum chloride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; silver(l) oxide; palladium on activated charcoal; platinum on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; 4: Baeyer-Villiger reaction / 9: Oppenhauer-like oxidation;
DOI:10.1016/S0040-4039(01)01964-5