(4S,6R)-6-{(S)-1-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-ethyl}-4-isopropyl-tetrahydro-pyran-2-one

Base Information

Chemical Name:(4S,6R)-6-{(S)-1-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-ethyl}-4-isopropyl-tetrahydro-pyran-2-one
CAS No.:400643-83-6
Molecular Formula:C₄₅H₆₆O₃Si
Molecular Weight:683.103
Hs Code.:

(4S,6R)-6-{(S)-1-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-ethyl}-4-isopropyl-tetrahydro-pyran-2-one

Synonyms:(4S,6R)-6-{(S)-1-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-ethyl}-4-isopropyl-tetrahydro-pyran-2-one

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Chemical Property of (4S,6R)-6-{(S)-1-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-ethyl}-4-isopropyl-tetrahydro-pyran-2-one

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Technology Process of (4S,6R)-6-{(S)-1-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-ethyl}-4-isopropyl-tetrahydro-pyran-2-one

There total 13 articles about (4S,6R)-6-{(S)-1-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-ethyl}-4-isopropyl-tetrahydro-pyran-2-one 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: 70.0%

: 400643-79-0
(3R,5R,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

: 400643-83-6
(4S,6R)-6-{(S)-1-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-ethyl}-4-isopropyl-tetrahydro-pyran-2-one

Guidance literature:: With tris(triphenylphosphine)ruthenium(II) chloride; In benzene; for 6h;
DOI:10.1016/S0040-4039(01)01964-5

Reference yield:

: 67304-08-9
(R)-3-isopropyl-6-oxoheptanal

: 400643-83-6
(4S,6R)-6-{(S)-1-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-ethyl}-4-isopropyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 10 steps

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

2: 96 percent / DBU / CH₂Cl₂

3: 100 percent / MCPBA / CHCl₃ / 48 h / Heating

4: 60 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

5: 66 percent / pyridinium dichromate; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h

6: <2.0 equiv. Me₂AlCl / CH₂Cl₂

7: 56 percent / NaBH₄ / ethanol; tetrahydrofuran

8: 100 percent / K₂CO₃ / methanol

9: 100 percent / H₂ / Pt/C / ethanol

10: 70 percent / RuCl₂(PPh₃)3 / benzene / 6 h

With sodium tetrahydroborate; dipyridinium dichromate; tris(triphenylphosphine)ruthenium(II) chloride; 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; platinum on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; benzene; 3: Baeyer-Villiger reaction / 6: Oppenhauer-like oxidation;
DOI:10.1016/S0040-4039(01)01964-5

Reference yield:

: 1195-31-9,5502-88-5,34363-01-4
(+)-p-menth-1-ene

: 400643-83-6
(4S,6R)-6-{(S)-1-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-ethyl}-4-isopropyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 12 steps

1.1: O₃ / CH₂Cl₂; methanol / 1 h / -60 °C

1.2: p-TsOH / methanol / 1 h / -60 - 0 °C

2.1: 100 percent / HClO₄ / H₂O; tetrahydrofuran

3.1: 98 percent / lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride / tetrahydrofuran / 1 h / -78 °C

4.1: 96 percent / DBU / CH₂Cl₂

5.1: 100 percent / MCPBA / CHCl₃ / 48 h / Heating

6.1: 60 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

7.1: 66 percent / pyridinium dichromate; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h

8.1: <2.0 equiv. Me₂AlCl / CH₂Cl₂

9.1: 56 percent / NaBH₄ / ethanol; tetrahydrofuran

10.1: 100 percent / K₂CO₃ / methanol

11.1: 100 percent / H₂ / Pt/C / ethanol

12.1: 70 percent / RuCl₂(PPh₃)3 / benzene / 6 h

With sodium tetrahydroborate; dipyridinium dichromate; tris(triphenylphosphine)ruthenium(II) chloride; perchloric acid; Lithium tris[(3-ethyl-3-pentyl)-oxy]aluminohydride; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; dimethylaluminum chloride; potassium carbonate; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; platinum on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; benzene; 5.1: Baeyer-Villiger reaction / 8.1: Oppenhauer-like oxidation;
DOI:10.1016/S0040-4039(01)01964-5