{(3R,5S,7R,8R,9S,10S,13R,14S,17R)-17-((R)-4-Benzyloxy-1-methyl-butyl)-3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yloxy}-acetic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:{(3R,5S,7R,8R,9S,10S,13R,14S,17R)-17-((R)-4-Benzyloxy-1-methyl-butyl)-3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yloxy}-acetic acid 2-trimethylsilanyl-ethyl ester
CAS No.:184719-79-7
Molecular Formula:C₄₈H₆₉NO₇Si
Molecular Weight:800.164
Hs Code.:

{(3R,5S,7R,8R,9S,10S,13R,14S,17R)-17-((R)-4-Benzyloxy-1-methyl-butyl)-3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yloxy}-acetic acid 2-trimethylsilanyl-ethyl ester

Synonyms:

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Chemical Property of {(3R,5S,7R,8R,9S,10S,13R,14S,17R)-17-((R)-4-Benzyloxy-1-methyl-butyl)-3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yloxy}-acetic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of {(3R,5S,7R,8R,9S,10S,13R,14S,17R)-17-((R)-4-Benzyloxy-1-methyl-butyl)-3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yloxy}-acetic acid 2-trimethylsilanyl-ethyl ester

There total 15 articles about {(3R,5S,7R,8R,9S,10S,13R,14S,17R)-17-((R)-4-Benzyloxy-1-methyl-butyl)-3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yloxy}-acetic acid 2-trimethylsilanyl-ethyl 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:

: 474-25-9
chenodeoxycholic acid

: 184719-79-7
{(3R,5S,7R,8R,9S,10S,13R,14S,17R)-17-((R)-4-Benzyloxy-1-methyl-butyl)-3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yloxy}-acetic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 81 percent / KOH / dimethylformamide / 8 h / 10 - 20 °C

2: 98 percent / LiAlH₄ / tetrahydrofuran / 1 h / 50 °C

3: 85 percent / KOH / dimethylformamide / 3 h / -10 - 0 °C

4: aq. NaIO₄ / OsO₄ / diethyl ether / 4 h / Ambient temperature

5: 83 percent / NaBH₄ / diethyl ether; ethanol / 1 h / Ambient temperature

6: 95 percent / DMAP / CH₂Cl₂ / 4 h / Ambient temperature

7: 94 percent / KOH / dimethylformamide / 3 h / 0 °C

8: TBAF / tetrahydrofuran / 3 h / Ambient temperature

9: 95 percent / pyridine / 2 h

10: 97 percent / dimethylformamide / 3 h / 70 °C

11: aq. NaIO₄ / OsO₄ / diethyl ether / 8 h / Ambient temperature

12: 79 percent / PDC / dimethylformamide / 5 h / Ambient temperature

13: 1.) HOBT, DCC, DMAP / 1.) CH₂Cl₂, r.t., 15 min, 2.) r.t., 2 h

With pyridine; dmap; potassium hydroxide; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; dipyridinium dichromate; tetrabutyl ammonium fluoride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; osmium(VIII) oxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 100-39-0
benzyl bromide

: 184719-79-7
{(3R,5S,7R,8R,9S,10S,13R,14S,17R)-17-((R)-4-Benzyloxy-1-methyl-butyl)-3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yloxy}-acetic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 85 percent / KOH / dimethylformamide / 3 h / -10 - 0 °C

2: aq. NaIO₄ / OsO₄ / diethyl ether / 4 h / Ambient temperature

3: 83 percent / NaBH₄ / diethyl ether; ethanol / 1 h / Ambient temperature

4: 95 percent / DMAP / CH₂Cl₂ / 4 h / Ambient temperature

5: 94 percent / KOH / dimethylformamide / 3 h / 0 °C

6: TBAF / tetrahydrofuran / 3 h / Ambient temperature

7: 95 percent / pyridine / 2 h

8: 97 percent / dimethylformamide / 3 h / 70 °C

9: aq. NaIO₄ / OsO₄ / diethyl ether / 8 h / Ambient temperature

10: 79 percent / PDC / dimethylformamide / 5 h / Ambient temperature

11: 1.) HOBT, DCC, DMAP / 1.) CH₂Cl₂, r.t., 15 min, 2.) r.t., 2 h

With pyridine; dmap; potassium hydroxide; sodium tetrahydroborate; sodium periodate; dipyridinium dichromate; tetrabutyl ammonium fluoride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; osmium(VIII) oxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1074-82-4
potassium phtalimide

: 184719-79-7
{(3R,5S,7R,8R,9S,10S,13R,14S,17R)-17-((R)-4-Benzyloxy-1-methyl-butyl)-3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yloxy}-acetic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / dimethylformamide / 3 h / 70 °C

2: aq. NaIO₄ / OsO₄ / diethyl ether / 8 h / Ambient temperature

3: 79 percent / PDC / dimethylformamide / 5 h / Ambient temperature

4: 1.) HOBT, DCC, DMAP / 1.) CH₂Cl₂, r.t., 15 min, 2.) r.t., 2 h

With dmap; sodium periodate; dipyridinium dichromate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; osmium(VIII) oxide; In diethyl ether; N,N-dimethyl-formamide;