[2RS,3aR,4R(3R),5R,6aS]-4-(3-fluoro-4-phenoxybutyl)-5-(tetrahydropyran-2-yloxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

Base Information

Chemical Name:[2RS,3aR,4R(3R),5R,6aS]-4-(3-fluoro-4-phenoxybutyl)-5-(tetrahydropyran-2-yloxy)-hexahydro-2H-cyclopenta[b]furan-2-ol
CAS No.:208112-10-1
Molecular Formula:C₂₂H₃₁FO₅
Molecular Weight:394.484
Hs Code.:

Synonyms:[2RS,3aR,4R(3R),5R,6aS]-4-(3-fluoro-4-phenoxybutyl)-5-(tetrahydropyran-2-yloxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

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Chemical Property of [2RS,3aR,4R(3R),5R,6aS]-4-(3-fluoro-4-phenoxybutyl)-5-(tetrahydropyran-2-yloxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

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Technology Process of [2RS,3aR,4R(3R),5R,6aS]-4-(3-fluoro-4-phenoxybutyl)-5-(tetrahydropyran-2-yloxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

There total 5 articles about [2RS,3aR,4R(3R),5R,6aS]-4-(3-fluoro-4-phenoxybutyl)-5-(tetrahydropyran-2-yloxy)-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: 92.0%

: 208112-09-8
[3aR,4R(3R),5R,6aS]-4-(3-fluoro-4-phenoxybutyl)-5-(tetrahydropyran-2-yloxy)-hexahydro-2H-cyclopenta[b]furan-2-one

: 208112-10-1
[2RS,3aR,4R(3R),5R,6aS]-4-(3-fluoro-4-phenoxybutyl)-5-(tetrahydropyran-2-yloxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 ℃;
DOI:10.1016/j.bmc.2004.04.034

Reference yield:

: 51638-91-6
(3aR,4R,5R,6aS)-2-oxo-4-((E)-3-oxo-4-phenoxybut-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-5-yl benzoate

: 208112-10-1
[2RS,3aR,4R(3R),5R,6aS]-4-(3-fluoro-4-phenoxybutyl)-5-(tetrahydropyran-2-yloxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 35 percent / (+)-B-chlorodiisopinocampheylborane / tetrahydrofuran / 1.5 h / 0 °C

2.1: 99 percent / H₂ / Pd/C / ethyl acetate / 72 h / atmospheric pressure

3.1: (diethylamino)sulfur trifluoride / CH₂Cl₂

3.2: K₂CO₃ / ethanol

4.1: 140 mg / p-TsOH*H₂O / CH₂Cl₂

5.1: 92 percent / DIBAL-H / toluene; tetrahydrofuran / -78 °C

With (+)-β-chlorodiisopinocampheylborane; diethylamino-sulfur trifluoride; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/j.bmc.2004.04.034

Reference yield:

: 51705-18-1
[3aR,4R(1E,3S),5R,6aS]-5-benzoyloxy-4-(3-hydroxy-4-phenoxy-1-buten-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-one

: 208112-10-1
[2RS,3aR,4R(3R),5R,6aS]-4-(3-fluoro-4-phenoxybutyl)-5-(tetrahydropyran-2-yloxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / H₂ / Pd/C / ethyl acetate / 72 h / atmospheric pressure

2.1: (diethylamino)sulfur trifluoride / CH₂Cl₂

2.2: K₂CO₃ / ethanol

3.1: 140 mg / p-TsOH*H₂O / CH₂Cl₂

4.1: 92 percent / DIBAL-H / toluene; tetrahydrofuran / -78 °C

With diethylamino-sulfur trifluoride; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/j.bmc.2004.04.034