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CAS No.: | 80736-41-0 |
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Name: | castasterone |
Article Data: | 18 |
Molecular Structure: | |
Formula: | C28H48 O5 |
Molecular Weight: | 464.686 |
Synonyms: | BP214; Castasterone |
Density: | 1.127g/cm3 |
Melting Point: | 259-260 °C |
Boiling Point: | 598.7°C at 760 mmHg |
Flash Point: | 329.9°C |
PSA: | 97.99000 |
LogP: | 3.80600 |
(1R,3aS,3bS,5aS,6aS,9aR,10aR,10bS,12aS)-1-{(S)-1-[(4R,5R)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-8,8,10a,12a-tetramethyl-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-5-one
castasterone
Conditions | Yield |
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With trifluoroacetic acid In methanol for 1h; | 98% |
(20S,22R,23R,24S)-23-(1-ethoxyethoxy)-6-ethylenedioxy-2α,3α-isopropylidenedioxy-5α-ergostan-22-ol
castasterone
Conditions | Yield |
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With hydrogenchloride In tetrahydrofuran for 3h; Heating; | 94% |
With hydrogenchloride In tetrahydrofuran | 93.5% |
2,3,22,23-tetra-O-acetylcastasterone
castasterone
Conditions | Yield |
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With potassium hydroxide for 1h; Heating; | 94% |
Δ2-(22R,23R,24S)-22,23-dihydroxy-24-methyl-5α-cholestan-6-one
castasterone
Conditions | Yield |
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With osmium(VIII) oxide; 4-methylmorpholine N-oxide In tetrahydrofuran; water; tert-butyl alcohol for 22h; Ambient temperature; | 93% |
With osmium(VIII) oxide; sulfuric acid; sodium sulfite 1.) pyridine, 15 min, 2.) pyridine, 30 min; Yield given. Multistep reaction; |
(2R,3S,5α,22R,23R,24S)-6,6-Ethylenedioxy-2,3-isopropylidenedioxyergostane-22,23-diol
castasterone
Conditions | Yield |
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With acetic acid at 50℃; for 0.5h; | 82% |
With acetic acid In water at 50 - 60℃; for 1h; | 7.62 g |
With acid Yield given; |
(22E,24S)-5α-ergost-2,22-dien-6-one
castasterone
Conditions | Yield |
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With (3a,9R,3'''a,4'"b,9'"R)-9,9'-[1,4-phthalazinediylbis(oxy)]bis[6'-(methyloxy)-10,11-dihydrocinchonan]; osmium(VIII) oxide; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III) In water; tert-butyl alcohol for 15h; Ambient temperature; | 80% |
(22E)-24α-methyl-5α-cholesta-2,22-dien-6-one
B
castasterone
Conditions | Yield |
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With potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); hydroquinidine (anthraquinone-1,4-diyl) diether In water; tert-butyl alcohol at 20℃; for 48h; | A n/a B 63% |
trimethylaluminum
(2R, 3S, 22R, 23S, 24R)-23,24-epoxy-6,6-ethylenedioxy-22-hydroxy-2,3-isopropylidenedioxy-5α-cholestane
castasterone
Conditions | Yield |
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With n-butyllithium; acetic acid 1) n-hexane, 69 h, room temperature; 2) 50 deg C, 30 min; Yield given. Multistep reaction; |
(2R,3S,5S,8S,9S,10R,13S,14S,17R)-17-{(S)-1-[(4R,5R)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-2,3-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-one
castasterone
Conditions | Yield |
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With acetic acid In water at 65℃; for 4h; Yield given; |
(22R,23R,24S)-22,23-diacetoxy-2α,3α-isopropylidenedioxy-5α-ergostan-6-one
castasterone
Conditions | Yield |
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With sodium hydroxide In methanol for 3h; Heating; | 458 mg |