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CAS No.: | 41639-74-1 |
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Name: | HYDRIDE-L |
Article Data: | 13 |
Molecular Structure: | |
Formula: | C18H22O4 |
Molecular Weight: | 302.37 |
Synonyms: | 2H-Cyclopenta[b]furan-2-one,hexahydro-5-hydroxy-4-(3-hydroxy-5-phenyl-1-pentenyl)-, [3aR-[3aa,4a(1E,3S*),5b,6aa]]-;2H-Cyclopenta[b]furan-2-one,hexahydro-5-hydroxy-4-[(1E,3S)-3-hydroxy-5-phenyl-1-pentenyl]-,(3aR,4R,5R,6aS)- (9CI);PGX 9; |
Density: | 1.287 g/cm3 |
Boiling Point: | 509.18 °C at 760 mmHg |
Flash Point: | 185.604 °C |
PSA: | 66.76000 |
LogP: | 1.84880 |
(3aR,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-5-phenyl-3-hydroxy-(1E)-pentenyl]-2H-cyclopentane [β] furan-2-one
Conditions | Yield |
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Stage #1: (3aR,4R,5R,6aS)-5-hydroxy-4-((E)-3-oxo-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-one With chlorobis(2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)borane In tetrahydrofuran at -40℃; for 12h; Stage #2: With hydrogenchloride In water at 20℃; for 0.5h; Reagent/catalyst; Temperature; | 88% |
With C20H35B In tetrahydrofuran; hexane at -40℃; for 12h; | 76% |
(3aR,4R,5R,6aS)-4-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]-2-oxo-hexahydro-2H-cyclopenta[b]furan-5-yl benzoate
(3aR,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-5-phenyl-3-hydroxy-(1E)-pentenyl]-2H-cyclopentane [β] furan-2-one
Conditions | Yield |
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With potassium carbonate In methanol at 25℃; for 2h; | 83% |
With methanol; potassium carbonate deprotection; |
(1S,5R,6R,7R)-6-<(3R)-3-hydroxy-5-phenyl-1-pentenyl>-7-<(4-phenylbenzoyl)oxy>-2-oxabicyclo<3.3.0>octan-3-one
(3aR,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-5-phenyl-3-hydroxy-(1E)-pentenyl]-2H-cyclopentane [β] furan-2-one
Conditions | Yield |
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With methanol; potassium carbonate | 80% |
With potassium carbonate In tetrahydrofuran; methanol for 2.5h; | |
Stage #1: (1S,5R,6R,7R)-6-<(3R)-3-hydroxy-5-phenyl-1-pentenyl>-7-<(4-phenylbenzoyl)oxy>-2-oxabicyclo<3.3.0>octan-3-one With methanol; potassium carbonate at 20 - 30℃; Stage #2: With hydrogenchloride In water; ethyl acetate at 20 - 30℃; for 0.5h; |
benzyl(1R,2R,3R)-3-hydroxy-2-[5-phenyl-(3S)-hydroxy-(1E)-pentenyl]-5-oxo-cyclopentane-acetate
(3aR,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-5-phenyl-3-hydroxy-(1E)-pentenyl]-2H-cyclopentane [β] furan-2-one
Conditions | Yield |
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With L-Selectride In tetrahydrofuran at -70℃; for 2h; Product distribution / selectivity; | 78% |
(3aR,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-5-phenyl-3-hydroxy-(1E)-pentenyl]-2H-cyclopentane [β] furan-2-one
Conditions | Yield |
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Stage #1: benzyl (1R,2R,3R)-3-hydroxy-2-[5-phenyl-(3S)-3-hydroxy-1-pentenyl]-5-oxo-cyclopentaneacetate With L-Selectride In tetrahydrofuran at -70℃; for 2h; Cooling with methanol-dry ice; Stage #2: With water; ammonium chloride In tetrahydrofuran Product distribution / selectivity; | 78% |
(3aR,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-5-phenyl-3-hydroxy-(1E)-pentenyl]-2H-cyclopentane [β] furan-2-one
Conditions | Yield |
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With L-Selectride In tetrahydrofuran at -70℃; for 2h; Product distribution / selectivity; | 77% |
(3aR,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-5-phenyl-3-hydroxy-(1E)-pentenyl]-2H-cyclopentane [β] furan-2-one
Conditions | Yield |
---|---|
Stage #1: (1'R,2'S,5'R)-menthyl (1R,2R,3R)-3-hydroxy-2-[5-phenyl-(3S)-3-hydroxy-1-pentenyl]-5-oxo-cyclopentaneacetate With L-Selectride In tetrahydrofuran at -70℃; for 2h; Cooling with methanol-dry ice; Stage #2: With water; ammonium chloride In tetrahydrofuran Product distribution / selectivity; | 77% |
(3aR,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-5-phenyl-3-hydroxy-(1E)-pentenyl]-2H-cyclopentane [β] furan-2-one
Conditions | Yield |
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With potassium carbonate In methanol; dichloromethane at 25 - 30℃; Inert atmosphere; | 77% |
(3aR,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-5-phenyl-3-hydroxy-(1E)-pentenyl]-2H-cyclopentane [β] furan-2-one
Conditions | Yield |
---|---|
With L-Selectride In tetrahydrofuran at -70℃; for 2h; Product distribution / selectivity; | 75% |
(3aR,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-5-phenyl-3-hydroxy-(1E)-pentenyl]-2H-cyclopentane [β] furan-2-one
Conditions | Yield |
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Stage #1: ethyl (1R,2R,3R)-3-hydroxy-2-[5-phenyl-(3S)-3-hydroxy-1-pentenyl]-5-oxo-cyclopentaneacetate With L-Selectride In tetrahydrofuran at -70℃; for 2h; Cooling with methanol-dry ice; Stage #2: With water; ammonium chloride In tetrahydrofuran Product distribution / selectivity; | 75% |