(4S,5R,7R,7aS,8aS)-4-<(1R)-4-(tert-butyldiphenylsiloxy)-1-methylbutyl>-3,4,5,6,7,7a,8,8a-octahydro-5-hydroxy-7-methyl-1H-cyclopropa<3,4>cycloocta<1,2-c>furan-1-one acetate

Base Information

Chemical Name:(4S,5R,7R,7aS,8aS)-4-<(1R)-4-(tert-butyldiphenylsiloxy)-1-methylbutyl>-3,4,5,6,7,7a,8,8a-octahydro-5-hydroxy-7-methyl-1H-cyclopropa<3,4>cycloocta<1,2-c>furan-1-one acetate
CAS No.:173864-69-2
Molecular Formula:C₃₅H₄₆O₅Si
Molecular Weight:574.833
Hs Code.:

(4S,5R,7R,7aS,8aS)-4-<(1R)-4-(tert-butyldiphenylsiloxy)-1-methylbutyl>-3,4,5,6,7,7a,8,8a-octahydro-5-hydroxy-7-methyl-1H-cyclopropa<3,4>cycloocta<1,2-c>furan-1-one acetate

Synonyms:(4S,5R,7R,7aS,8aS)-4-<(1R)-4-(tert-butyldiphenylsiloxy)-1-methylbutyl>-3,4,5,6,7,7a,8,8a-octahydro-5-hydroxy-7-methyl-1H-cyclopropa<3,4>cycloocta<1,2-c>furan-1-one acetate

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Chemical Property of (4S,5R,7R,7aS,8aS)-4-<(1R)-4-(tert-butyldiphenylsiloxy)-1-methylbutyl>-3,4,5,6,7,7a,8,8a-octahydro-5-hydroxy-7-methyl-1H-cyclopropa<3,4>cycloocta<1,2-c>furan-1-one acetate

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Technology Process of (4S,5R,7R,7aS,8aS)-4-<(1R)-4-(tert-butyldiphenylsiloxy)-1-methylbutyl>-3,4,5,6,7,7a,8,8a-octahydro-5-hydroxy-7-methyl-1H-cyclopropa<3,4>cycloocta<1,2-c>furan-1-one acetate

There total 5 articles about (4S,5R,7R,7aS,8aS)-4-<(1R)-4-(tert-butyldiphenylsiloxy)-1-methylbutyl>-3,4,5,6,7,7a,8,8a-octahydro-5-hydroxy-7-methyl-1H-cyclopropa<3,4>cycloocta<1,2-c>furan-1-one acetate 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: 99.0%

: 108-24-7
acetic anhydride

: 162789-42-6
(4S,5R,7R,7aS,8aS)-4-<(1R)-4-(tert-butyldiphenylsiloxy)-1-methylbutyl>-3,4,5,6,7,7a,8,8a-octahydro-5-hydroxy-7-methyl-1H-cyclopropa<3,4>cycloocta<1,2-c>furan-1-one

: 173864-69-2
(4S,5R,7R,7aS,8aS)-4-<(1R)-4-(tert-butyldiphenylsiloxy)-1-methylbutyl>-3,4,5,6,7,7a,8,8a-octahydro-5-hydroxy-7-methyl-1H-cyclopropa<3,4>cycloocta<1,2-c>furan-1-one acetate

Guidance literature:: With dmap; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1021/ja9533609

Reference yield:

: (3aR,4S,7R,9aR)-4-<(1R)-4-(tert-butyldiphenylsiloxy)-1-methylbutyl>-3a,4,7,9a-tetrahydro-7-methylcyclooctafuran-1,5(3H,6H)-dione

: 173864-69-2
(4S,5R,7R,7aS,8aS)-4-<(1R)-4-(tert-butyldiphenylsiloxy)-1-methylbutyl>-3,4,5,6,7,7a,8,8a-octahydro-5-hydroxy-7-methyl-1H-cyclopropa<3,4>cycloocta<1,2-c>furan-1-one acetate

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / (C₂H₅)2Zn / benzene / 1.5 h / Ambient temperature

2: 91 percent / Dibal-H / CH₂Cl₂; hexane / 15 h / -78 °C

3: 100 percent / Ag₂CO₃, Celite / benzene / 0.17 h / Heating

4: 1.) KN(SiMe₃)2, 2.) PhSeCl, 3.) aq. NaIO₄, NaHCO₃

5: 99 percent / DMAP / CH₂Cl₂ / 1 h / Ambient temperature

With dmap; sodium periodate; Phenylselenyl chloride; Celite; diethylzinc; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium hydrogencarbonate; silver carbonate; In hexane; dichloromethane; benzene;
DOI:10.1021/ja9533609

Reference yield:

: 173864-66-9
(3aR,4S,5R,7R,7aS,8aS,8bR)-4-<(1R)-4-(tert-butyldiphenylsiloxy)-1-methylbutyl>decahydro-5-hydroxy-7-methyl-1H-cyclopropa<3,4>cycloocta<1,2-c>furan-1-one

: 173864-69-2
(4S,5R,7R,7aS,8aS)-4-<(1R)-4-(tert-butyldiphenylsiloxy)-1-methylbutyl>-3,4,5,6,7,7a,8,8a-octahydro-5-hydroxy-7-methyl-1H-cyclopropa<3,4>cycloocta<1,2-c>furan-1-one acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) KN(SiMe₃)2, 2.) PhSeCl, 3.) aq. NaIO₄, NaHCO₃

2: 99 percent / DMAP / CH₂Cl₂ / 1 h / Ambient temperature

With dmap; sodium periodate; Phenylselenyl chloride; potassium hexamethylsilazane; sodium hydrogencarbonate; In dichloromethane;
DOI:10.1021/ja9533609