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CAS No.: | 56786-63-1 |
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Name: | Spirostan-6-one, 3,5-dihydroxy-, (3b,5a,25R)- |
Article Data: | 5 |
Molecular Structure: | |
Formula: | C27H42O5 |
Molecular Weight: | 446.627 |
Synonyms: | (3beta,5alpha,25R)-3,5-Dihydroxyspirostan-6-one;BB 16;Biobras 16;Brassinosteroid BB 16;DI 31; |
EINECS: | 1312995-182-4 |
Density: | 1.21±0.1 g/cm3 (20 oC 760 Torr) |
Melting Point: | 268-270 oC (ethanol ) |
Boiling Point: | 578.4±50.0 °C(Predicted) |
Solubility: | (0.025 g/L) (25 oC) |
Appearance: | White or off-white powder |
PSA: | 75.99000 |
LogP: | 4.08770 |
(25R)-3α,5-cyclo-5α-spirostan-6-one
(25R)-3β,5-dihydroxy-5α-spirostan-6-one
Conditions | Yield |
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With acetic acid for 2h; Heating; | 98% |
(25R)-3β-acetoxy-5-hydroxy-5α-spirostan-6-one
(25R)-3β,5-dihydroxy-5α-spirostan-6-one
Conditions | Yield |
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With sodium hydrogencarbonate In methanol; water for 3h; Reflux; | 95% |
(25R)-spirostan-22α-O-3β,5α,6β-triol
(25R)-3β,5-dihydroxy-5α-spirostan-6-one
Conditions | Yield |
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With N-Bromosuccinimide In 1,4-dioxane; water at 20℃; for 2h; Darkness; | 83% |
Multi-step reaction with 3 steps 1: 84 percent / imidazole / dimethylformamide / 3 h 2: PCC / CH2Cl2 / 0 - 20 °C 3: 7.14 g / TBFA / tetrahydrofuran / 6 h View Scheme |
(25R)-3β,5-dihydroxy-5α-spirostan-6-one
Conditions | Yield |
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With TBFA In tetrahydrofuran for 6h; | 7.14 g |
(25R)-3β-(t-butyldimethylsilyloxy)-5α-spirostane-5,6β-diol
(25R)-3β,5-dihydroxy-5α-spirostan-6-one
Conditions | Yield |
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Multi-step reaction with 2 steps 1: PCC / CH2Cl2 / 0 - 20 °C 2: 7.14 g / TBFA / tetrahydrofuran / 6 h View Scheme |
(25R)-3β,5-dihydroxy-5α-spirostan-6-one
Conditions | Yield |
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Multi-step reaction with 2 steps 1: perchloric acid / water; tetrahydrofuran / 3 h / 20 °C 2: N-Bromosuccinimide / water; 1,4-dioxane / 2 h / 20 °C / Darkness View Scheme |
(25R)-3β,5-dihydroxy-5α-spirostan-6-one
2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate
5α-hydroxylaxogenyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside
Conditions | Yield |
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With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; for 1h; Inert atmosphere; Molecular sieve; | 94% |
p-toluenesulfonyl chloride
(25R)-3β,5-dihydroxy-5α-spirostan-6-one
Conditions | Yield |
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With pyridine at 20℃; for 24h; | 88% |
With pyridine at 20℃; for 24h; | |
With pyridine at 20℃; | |
With pyridine |
O-carboxymethylhydroxylamine hydrochloride
(25R)-3β,5-dihydroxy-5α-spirostan-6-one
Conditions | Yield |
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With pyridine at 20℃; | 88% |
(25R)-3β,5-dihydroxy-5α-spirostan-6-one
(25R)-5α-hydroxy-5α-spirosta-3,6-dione
Conditions | Yield |
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With Jones reagent In water; acetone at 20℃; | 81.5% |