2,2-Dimethyl-propionic acid (S)-4-[(E)-(3R,3aS,6aR,7R,10aS)-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-10a-methyl-6-methylene-9-oxo-1,2,3,3a,4,5,6,6a,7,8,9,10a-dodecahydro-dicyclopenta[a,d]cycloocten-3-yl]-pentyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (S)-4-[(E)-(3R,3aS,6aR,7R,10aS)-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-10a-methyl-6-methylene-9-oxo-1,2,3,3a,4,5,6,6a,7,8,9,10a-dodecahydro-dicyclopenta[a,d]cycloocten-3-yl]-pentyl ester
CAS No.:119594-16-0
Molecular Formula:C₄₂H₅₈O₅Si
Molecular Weight:671.005
Hs Code.:

2,2-Dimethyl-propionic acid (S)-4-[(E)-(3R,3aS,6aR,7R,10aS)-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-10a-methyl-6-methylene-9-oxo-1,2,3,3a,4,5,6,6a,7,8,9,10a-dodecahydro-dicyclopenta[a,d]cycloocten-3-yl]-pentyl ester

Synonyms:2,2-Dimethyl-propionic acid (S)-4-[(E)-(3R,3aS,6aR,7R,10aS)-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-10a-methyl-6-methylene-9-oxo-1,2,3,3a,4,5,6,6a,7,8,9,10a-dodecahydro-dicyclopenta[a,d]cycloocten-3-yl]-pentyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (S)-4-[(E)-(3R,3aS,6aR,7R,10aS)-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-10a-methyl-6-methylene-9-oxo-1,2,3,3a,4,5,6,6a,7,8,9,10a-dodecahydro-dicyclopenta[a,d]cycloocten-3-yl]-pentyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (S)-4-[(E)-(3R,3aS,6aR,7R,10aS)-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-10a-methyl-6-methylene-9-oxo-1,2,3,3a,4,5,6,6a,7,8,9,10a-dodecahydro-dicyclopenta[a,d]cycloocten-3-yl]-pentyl ester

There total 16 articles about 2,2-Dimethyl-propionic acid (S)-4-[(E)-(3R,3aS,6aR,7R,10aS)-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-10a-methyl-6-methylene-9-oxo-1,2,3,3a,4,5,6,6a,7,8,9,10a-dodecahydro-dicyclopenta[a,d]cycloocten-3-yl]-pentyl ester 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: 73.0%

: 119618-99-4
2,2-Dimethyl-propionic acid (S)-4-[(1R,2S,3S)-3-[(2R,3R)-3-(tert-butyl-diphenyl-silanyloxy)-2-(1-iodo-vinyl)-5-oxo-cyclopent-(E)-ylidenemethyl]-3-methyl-2-(2-oxo-ethyl)-cyclopentyl]-pentyl ester

: 119594-16-0
2,2-Dimethyl-propionic acid (S)-4-[(E)-(3R,3aS,6aR,7R,10aS)-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-10a-methyl-6-methylene-9-oxo-1,2,3,3a,4,5,6,6a,7,8,9,10a-dodecahydro-dicyclopenta[a,d]cycloocten-3-yl]-pentyl ester

Guidance literature:: With chromium dichloride; nickel dichloride; In dimethyl sulfoxide; for 2h; Ambient temperature;
DOI:10.1021/ja00189a069

Reference yield:

: 119619-00-0
{(1S,2S,3R)-3-((S)-4-Benzyloxy-1-methyl-butyl)-1-methyl-2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentylmethoxy}-tert-butyl-diphenyl-silane

: 119594-16-0
2,2-Dimethyl-propionic acid (S)-4-[(E)-(3R,3aS,6aR,7R,10aS)-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-10a-methyl-6-methylene-9-oxo-1,2,3,3a,4,5,6,6a,7,8,9,10a-dodecahydro-dicyclopenta[a,d]cycloocten-3-yl]-pentyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: H₂ / Pd(OH)2 / ethanol / 760 Torr / Ambient temperature

2: pyridine / Ambient temperature

3: n-Bu₄NF / dimethylformamide / 50 °C

4: Swern oxidation

5: 2.) Et₃N, DMAP / 1.) Et₂O, -78 deg C, 2.) CH₂Cl₂

6: 90 percent / 48percent aq. HF / tetrahydrofuran / 0 deg C then room temp.

7: 1.) ICl, 2.) n-Bu₄NF, HF / 1.) CH₂Cl₂, -78 deg C then 0 deg C, 2.) THF, 0 deg C, 1 min

8: p-TsOH / CH₂Cl₂; methanol / Ambient temperature

9: Swern oxidation

10: 73 percent / CrCl₂, NiCl₂ / dimethylsulfoxide; various solvent(s) / 2 h / Ambient temperature

With pyridine; chromium dichloride; dmap; hydrogen fluoride; tetrabutyl ammonium fluoride; hydrogen; Iodine monochloride; toluene-4-sulfonic acid; triethylamine; nickel dichloride; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja00189a069

Reference yield:

: 119594-26-2
{(1S,4S,5S)-4-((S)-4-Benzyloxy-1-methyl-butyl)-1-methyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enylmethoxy}-tert-butyl-diphenyl-silane

: 119594-16-0
2,2-Dimethyl-propionic acid (S)-4-[(E)-(3R,3aS,6aR,7R,10aS)-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-10a-methyl-6-methylene-9-oxo-1,2,3,3a,4,5,6,6a,7,8,9,10a-dodecahydro-dicyclopenta[a,d]cycloocten-3-yl]-pentyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: H₂ / PtO₂ / ethyl acetate / 760 Torr / Ambient temperature

2: H₂ / Pd(OH)2 / ethanol / 760 Torr / Ambient temperature

3: pyridine / Ambient temperature

4: n-Bu₄NF / dimethylformamide / 50 °C

5: Swern oxidation

6: 2.) Et₃N, DMAP / 1.) Et₂O, -78 deg C, 2.) CH₂Cl₂

7: 90 percent / 48percent aq. HF / tetrahydrofuran / 0 deg C then room temp.

8: 1.) ICl, 2.) n-Bu₄NF, HF / 1.) CH₂Cl₂, -78 deg C then 0 deg C, 2.) THF, 0 deg C, 1 min

9: p-TsOH / CH₂Cl₂; methanol / Ambient temperature

10: Swern oxidation

11: 73 percent / CrCl₂, NiCl₂ / dimethylsulfoxide; various solvent(s) / 2 h / Ambient temperature

With pyridine; chromium dichloride; dmap; hydrogen fluoride; tetrabutyl ammonium fluoride; hydrogen; Iodine monochloride; toluene-4-sulfonic acid; triethylamine; nickel dichloride; platinum(IV) oxide; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja00189a069