7-{(1R,2R,3R,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-5-phenylsulfanyl-heptanoic acid methyl ester

Base Information

Chemical Name:7-{(1R,2R,3R,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-5-phenylsulfanyl-heptanoic acid methyl ester
CAS No.:98582-10-6
Molecular Formula:C₄₅H₈₂O₆SSi₃
Molecular Weight:835.465
Hs Code.:

7-{(1R,2R,3R,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-5-phenylsulfanyl-heptanoic acid methyl ester

Synonyms:7-{(1R,2R,3R,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-5-phenylsulfanyl-heptanoic acid methyl ester

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Chemical Property of 7-{(1R,2R,3R,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-5-phenylsulfanyl-heptanoic acid methyl ester

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Technology Process of 7-{(1R,2R,3R,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-5-phenylsulfanyl-heptanoic acid methyl ester

There total 5 articles about 7-{(1R,2R,3R,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-5-phenylsulfanyl-heptanoic acid methyl 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: 66.0%

: 14273-85-9
methyl 4-iodobutanoate

: 98582-06-0
1-{(1R,2R,3R,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentyl}-3-phenylsulfanyl-propan-2-one

: 98582-10-6
7-{(1R,2R,3R,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-5-phenylsulfanyl-heptanoic acid methyl ester

Guidance literature:: With sodium hydride; In 1,2-dimethoxyethane; dimethyl sulfoxide; at 0 ℃; for 1h;
DOI:10.1246/cl.1985.557

Reference yield:

: 103-04-8
(phenylthio)acetic acid

: 98582-10-6
7-{(1R,2R,3R,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-5-phenylsulfanyl-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, 0 deg C, 1.0 h; 2.) THF, 0 deg C - r.t., 2.5 h

2: 66 percent / NaH / dimethylsulfoxide; 1,2-dimethoxy-ethane / 1 h / 0 °C

With sodium hydride; lithium diisopropyl amide; In 1,2-dimethoxyethane; dimethyl sulfoxide;
DOI:10.1246/cl.1985.557

Reference yield:

: 61628-05-5
(3aR,4R,5R,6aS)-hexahydro-5-tert-butyldimethylsilyloxy-4-[(1E,3S)-3-tert-butyldimethylsilyloxy-(1E)-octenyl]-2H-cyclopenta[β]furan-2-one

: 98582-10-6
7-{(1R,2R,3R,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentyl}-6-oxo-5-phenylsulfanyl-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) potassium hydroxide; 2.) iodomethane, imidazole / 1.) alcohol; 2.) dimethylformamide, r.t., 11 h

2: 1.) LDA / 1.) THF, 0 deg C, 1.0 h; 2.) THF, 0 deg C - r.t., 2.5 h

3: 66 percent / NaH / dimethylsulfoxide; 1,2-dimethoxy-ethane / 1 h / 0 °C

With 1H-imidazole; potassium hydroxide; sodium hydride; lithium diisopropyl amide; methyl iodide; In 1,2-dimethoxyethane; dimethyl sulfoxide;
DOI:10.1246/cl.1985.557