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56786-63-1

Basic Information
CAS No.: 56786-63-1
Name: Spirostan-6-one, 3,5-dihydroxy-, (3b,5a,25R)-
Article Data: 5
Molecular Structure:
Molecular Structure of 56786-63-1 (Spirostan-6-one, 3,5-dihydroxy-, (3b,5a,25R)-)
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
Synthetic route
127128-79-4

(25R)-3α,5-cyclo-5α-spirostan-6-one

56786-63-1

(25R)-3β,5-dihydroxy-5α-spirostan-6-one

Conditions
ConditionsYield
With acetic acid for 2h; Heating;98%
5874-17-9

(25R)-3β-acetoxy-5-hydroxy-5α-spirostan-6-one

56786-63-1

(25R)-3β,5-dihydroxy-5α-spirostan-6-one

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol; water for 3h; Reflux;95%
56816-69-4

(25R)-spirostan-22α-O-3β,5α,6β-triol

56786-63-1

(25R)-3β,5-dihydroxy-5α-spirostan-6-one

Conditions
ConditionsYield
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

C33H56O5Si

56786-63-1

(25R)-3β,5-dihydroxy-5α-spirostan-6-one

Conditions
ConditionsYield
With TBFA In tetrahydrofuran for 6h;7.14 g
876908-18-8

(25R)-3β-(t-butyldimethylsilyloxy)-5α-spirostane-5,6β-diol

56786-63-1

(25R)-3β,5-dihydroxy-5α-spirostan-6-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: PCC / CH2Cl2 / 0 - 20 °C
2: 7.14 g / TBFA / tetrahydrofuran / 6 h
View Scheme

5,6-epoxyspirostane

56786-63-1

(25R)-3β,5-dihydroxy-5α-spirostan-6-one

Conditions
ConditionsYield
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
56786-63-1

(25R)-3β,5-dihydroxy-5α-spirostan-6-one

149707-75-5

2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate

1373440-75-5

5α-hydroxylaxogenyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; for 1h; Inert atmosphere; Molecular sieve;94%
98-59-9

p-toluenesulfonyl chloride

56786-63-1

(25R)-3β,5-dihydroxy-5α-spirostan-6-one

(25R)-6-oxo-3β-(p-toluenesulfonyloxy)-5α-spirostane

Conditions
ConditionsYield
With pyridine at 20℃; for 24h;88%
With pyridine at 20℃; for 24h;
With pyridine at 20℃;
With pyridine
20295-82-3

O-carboxymethylhydroxylamine hydrochloride

56786-63-1

(25R)-3β,5-dihydroxy-5α-spirostan-6-one

(25R)-6E-[O-(carboxymethyl)oximino]-5-hydroxy-5α-spirostan-3β-ol

Conditions
ConditionsYield
With pyridine at 20℃;88%
56786-63-1

(25R)-3β,5-dihydroxy-5α-spirostan-6-one

74395-54-3

(25R)-5α-hydroxy-5α-spirosta-3,6-dione

Conditions
ConditionsYield
With Jones reagent In water; acetone at 20℃;81.5%
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