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Spirostan-2,3-diol, (2a,3b,5a,25R)-
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Name

Spirostan-2,3-diol, (2a,3b,5a,25R)-

 EINECS N/A
CAS No. 511-96-6 Density 1.16g/cm3
PSA 58.92000 LogP 4.76460
Solubility N/A Melting Point 272-273oC
Formula C27H44 O4 Boiling Point 534.2oC at 760 mmHg
Molecular Weight 432.644 Flash Point 276.9oC
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 511-96-6 ((25R)-5ALPHA-SPIROSTAN-2ALPHA,3BETA-DIOL) Hazard Symbols N/A
Synonyms

5a-Spirostan-2a,3b-diol, (25R)- (8CI); Gitogenin (6CI,7CI); (25R)-5a-Spirostan-2a,3b-diol; 2a-Hydroxytigogenin; 5a,25D-Spirostan-2a,3b-diol; Digin; NSC 147752

Article Data 2

Spirostan-2,3-diol, (2a,3b,5a,25R)- Synthetic route

26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α,3β,22ξ,26-tetrol 3-O-α-L-rhamnopyranosyl(1->2)-β-D-glucopyranoside

511-96-6

gitogenin

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane for 1h; Heating;88.7%
2781-69-3

2α-acetoxy-5α-spirostan-3β-ol

511-96-6

gitogenin

Conditions
ConditionsYield
With sodium hydroxide In methanol; dichloromethane at 20℃;85%

26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α,3β,22ξ,26-tetrol 3-O-β-D-xylopyranosyl(1->4)-β-D-glucopyranoside

511-96-6

gitogenin

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane for 1h; Heating;76%

26-O-β-D-glucopyranosyl-(25S)-5α-furostane-2α,3β,22ξ,26-tetrol 3-O-α-L-rhamnopyranosyl(1->2)-β-D-glucopyranoside

A

511-96-6

gitogenin

B

6811-13-8

(25S)-5α-spirostane-2α,3β-diol

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane for 1h; Heating;A 28.4%
B 54.1%

trigoneoside Ib

511-96-6

gitogenin

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane for 1h; Heating;19%
119008-70-7

(25R)-2α,3β-diacetoxy-spirost-4-ene

511-96-6

gitogenin

Conditions
ConditionsYield
With acetic acid; ethyl acetate; platinum Hydrogenation;

(25R)-2α,3β-diacetoxy-5α,14β-spirostan-15-one

511-96-6

gitogenin

Conditions
ConditionsYield
With ethanol; hydrazine hydrate; diethylene glycol at 150℃; Reagens 4: Kaliumhydroxid;
3001-32-9

2α-acetoxy-5α-spirostan-3-one

511-96-6

gitogenin

Conditions
ConditionsYield
With tetrahydrofuran; lithium aluminium tetrahydride
Multi-step reaction with 2 steps
1.1: cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 0.17 h / 20 °C
1.2: 0.5 h
2.1: sodium hydroxide / methanol; dichloromethane / 20 °C
View Scheme
39937-47-8

(25R)-2α-hydroxy-5α-spirostan-3β-yl O-β-D-galactopyranosyl-(1 → 2)-O-[β-D-xylopyranosyl-(1 → 3)]-O-β-D-glucopyranosyl-(1 → 4)-β-D-galactopyranoside

511-96-6

gitogenin

Conditions
ConditionsYield
With hydrogenchloride; ethanol
64-17-5

ethanol

141-52-6

sodium ethanolate

108814-79-5

(25R)-5α-Spirostan-2β,3β-diol

511-96-6

gitogenin

Conditions
ConditionsYield
at 184℃;
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