(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-5-(phenylmethoxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

Base Information

Chemical Name:(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-5-(phenylmethoxy)-hexahydro-2H-cyclopenta[b]furan-2-ol
CAS No.:1236109-27-5
Molecular Formula:C₂₂H₃₀F₂O₄
Molecular Weight:396.475
Hs Code.:

Synonyms:(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-5-(phenylmethoxy)-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)-4-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-5-(phenylmethoxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

Chemical Property:

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

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Technology Process of (3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-5-(phenylmethoxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

There total 7 articles about (3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-5-(phenylmethoxy)-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: 80.0%

: 1236109-26-4
(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-oxo-1-octenyl)-2-oxo-5-(phenylmethoxy)-hexahydro-2H-cyclopenta[b]furan

: 1236109-27-5
(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-5-(phenylmethoxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 2.16667h;

Reference yield: 80.0%

: [(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-oxo-1-octenyl)-2-oxo-5-(phenylmethoxy)hexahydro-2H-cyclopenta[b]furan]

: 1236109-27-5
(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-5-(phenylmethoxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

Guidance literature:: [(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-oxo-1-octenyl)-2-oxo-5-(phenylmethoxy)hexahydro-2H-cyclopenta[b]furan]; With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃;

With rochelle salt; In dichloromethane; toluene; at 20 ℃; for 1h;

Reference yield:

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

: 1236109-27-5
(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-5-(phenylmethoxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole / dichloromethane / 15 h

1.2: 0 °C / pH 3 - 4

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C

2.2: 15 h / 0 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

4.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.75 h / -78 °C

4.2: 0.5 h / -78 °C

5.1: zinc(II) hydroxide / water; tert-butyl methyl ether / 1 h / Inert atmosphere

5.2: 24 h

6.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 °C

6.2: 1 h / 20 °C

With 1H-imidazole; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; zinc(II) hydroxide; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; water; dimethyl sulfoxide; toluene; mineral oil;