(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol

Base Information

Chemical Name:(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol
CAS No.:1240483-16-2
Molecular Formula:C₃₀H₅₂O₄Si₂
Molecular Weight:532.911
Hs Code.:

Synonyms:(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol

Chemical Property:

Purity/Quality:: 98% HPLC ^*data from raw suppliers

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Technology Process of (3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol

There total 11 articles about (3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-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: 100.0%

: 1240483-15-1
(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-one

: 1240483-16-2
(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol

Guidance literature:: (3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-one; With diisobutylaluminium hydride; In hexane; dichloromethane; at -30 ℃; for 0.5h; Inert atmosphere;

With rochelle salt; In hexane; dichloromethane; at -30 ℃;

Reference yield:

: (3aR,4R,5R,6aS)-4-((E)-3-hydroxy-5-phenylpent-1-enyl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl biphenyl-4-carboxylate

: 1240483-16-2
(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate; methanol / 15 h / 20 °C

1.2: 4 h / 20 - 31 °C

1.3: 4 h / 20 °C / pH ~ 1

2.1: 1H-imidazole / dmap / N,N-dimethyl-formamide / 15 h / 20 °C

3.1: water; methanol / 0 - 20 °C / Resolution of diastereomers

4.1: diisobutylaluminium hydride / toluene / -40 °C / Inert atmosphere

4.2: 20 °C

With 1H-imidazole; methanol; diisobutylaluminium hydride; potassium carbonate; dmap; In methanol; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: (3aR,4R,5R,6aS)-5-hydroxy-4-((E)-3-hydroxy-5-phenylpent-1-enyl)hexahydro-2H-cyclopenta[b]furan-2-one

: 1240483-16-2
(3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole / dmap / N,N-dimethyl-formamide / 15 h / 20 °C

2.1: water; methanol / 0 - 20 °C / Resolution of diastereomers

3.1: diisobutylaluminium hydride / toluene / -40 °C / Inert atmosphere

3.2: 20 °C

With 1H-imidazole; diisobutylaluminium hydride; dmap; In methanol; water; N,N-dimethyl-formamide; toluene;