(3aR,4R,5R,6aS)-4-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol

Base Information

Chemical Name:(3aR,4R,5R,6aS)-4-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol
CAS No.:101249-04-1
Molecular Formula:C₃₆H₅₂O₅Si
Molecular Weight:592.891
Hs Code.:

Synonyms:(3aR,4R,5R,6aS)-4-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol

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Chemical Property of (3aR,4R,5R,6aS)-4-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol

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Technology Process of (3aR,4R,5R,6aS)-4-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol

There total 3 articles about (3aR,4R,5R,6aS)-4-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol 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:

: 101249-03-0
3α,5α-dihydroxy-2β-<3α-((tert-butyldiphenylsilyl)oxy)-trans-1-octenyl>-1α-cyclopentaneacetic acid γ-lactone 3-(tetrahydropyranyl ether)

: 101249-04-1
(3aR,4R,5R,6aS)-4-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol

Guidance literature:: With diisobutylaluminium hydride; In hexane; toluene; at -78 ℃; for 1h;
DOI:10.1021/jo00359a055

Reference yield:

: 72243-94-8
(1S,5R,6R,7R,15S)-7-(tetrahydro-2-pyranyloxy)-6-<(E)-3-hydroxy-1-octenyl>-2-oxabicyclo<3.3.0>octan-3-one

: 101249-04-1
(3aR,4R,5R,6aS)-4-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / imidazole / dimethylformamide / 1.5 h / Ambient temperature

2: 720 mg / diisobutylaluminium hydride / toluene; hexane / 1 h / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00359a055

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 101249-04-1
(3aR,4R,5R,6aS)-4-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / imidazole / dimethylformamide / 1.5 h / Ambient temperature

2: 720 mg / diisobutylaluminium hydride / toluene; hexane / 1 h / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00359a055