[3aR,4R(1E,3R),5R,6aS]-5-benzoyloxy-4-(3-hydroxyocten-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-one

Base Information

Chemical Name:[3aR,4R(1E,3R),5R,6aS]-5-benzoyloxy-4-(3-hydroxyocten-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-one
CAS No.:51705-58-9
Molecular Formula:C₂₂H₂₈O₅
Molecular Weight:372.461
Hs Code.:

Synonyms:[3aR,4R(1E,3R),5R,6aS]-5-benzoyloxy-4-(3-hydroxyocten-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-one

Suppliers and Price of [3aR,4R(1E,3R),5R,6aS]-5-benzoyloxy-4-(3-hydroxyocten-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-one

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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(1E,3R),5R,6aS]-5-benzoyloxy-4-(3-hydroxyocten-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-one

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

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Hazard Codes:

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Technology Process of [3aR,4R(1E,3R),5R,6aS]-5-benzoyloxy-4-(3-hydroxyocten-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-one

There total 10 articles about [3aR,4R(1E,3R),5R,6aS]-5-benzoyloxy-4-(3-hydroxyocten-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-one 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: 52.0%

: 40834-86-4,185225-06-3
(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester

: 51705-58-9
[3aR,4R(1E,3R),5R,6aS]-5-benzoyloxy-4-(3-hydroxyocten-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-one

: 40834-88-6
[3aR,4R(1E,3S),5R,6aS]-5-benzoyloxy-4-(3-hydroxyocten-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-one

Guidance literature:: With (+)-β-chlorodiisopinocampheylborane; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/j.bmc.2004.04.034

Reference yield:

: (1S,5R,6R,7R,1'RS)-7-Benzoyloxy-6-(1'-hydroxyoct-2'-ynyl)-2-oxabicyclo[3.3.0]octan-3-one

: 51705-58-9
[3aR,4R(1E,3R),5R,6aS]-5-benzoyloxy-4-(3-hydroxyocten-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 63 percent / H₂, quinoline / Pd, MnCl₂ / methanol / Ambient temperature

2: 100 percent / Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

4: BF₃*2AcOH / CH₂Cl₂ / 0.08 h / -10 °C

5: H₂O₂, KF, H₂O / tetrahydrofuran; methanol / 2 h / Heating

With quinoline; dmap; potassium fluoride; water; hydrogen; dihydrogen peroxide; boron trifluoride diacetate; triethylamine; palladium; manganese(ll) chloride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/a804276d

Reference yield:

: 36969-89-8
dimethyl 2-oxoheptylphosphonate

: 51705-58-9
[3aR,4R(1E,3R),5R,6aS]-5-benzoyloxy-4-(3-hydroxyocten-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / sodium hexamethyldisilylamide / tetrahydrofuran / -78 - 20 °C

2: 40 percent / NaBH₄; CeCl₃*7H₂O / ethanol / 0 - 20 °C

With sodium tetrahydroborate; cerium(III) chloride; sodium hexamethyldisilazane; In tetrahydrofuran; ethanol; 1: Horner-Emmons reaction;
DOI:10.1016/j.bmcl.2005.02.011