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Cas Database

Name	(25R)-Spirost-4-en-3,6-dione	EINECS	N/A
CAS No.	3730-84-5	Density	1.176 g/cm³
PSA	52.60000	LogP	5.10110
Solubility	N/A	Melting Point	N/A
Formula	C₂₇H₃₈O₄	Boiling Point	553.029 °C at 760 mmHg
Molecular Weight	426.596	Flash Point	236.593 °C
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	SR-I-62;Diosgenin-3,6-dione;Disogenin-3,6-dione;NSC 355452;25D-Spirost-4-ene-3,6-dione, (25R)- (8CI);25D-Spirost-4-ene-3,6-dione (7CI);Spirost-4-ene-3,6-dione, (25R)-;	Article Data	9

(25R)-Spirost-4-en-3,6-dione Synthetic route

: 512-04-9
diosgenin

: 3730-84-5
(22S,25R)-spirost-4-en-3,6-dione

Conditions

Conditions	Yield
With jones reagent In acetone at 15℃; for 0.5h;	95%
With Jones reagent In acetone at 10 - 20℃; Jones oxidation;	95%
With Jones reagent In dichloromethane; acetone at -10 - 10℃;	85%
With pyridinium chlorochromate In dichloromethane at 20℃; for 5h;	55%
Multi-step reaction with 3 steps 1: acetic acid; aqueous hydrogen peroxide / Erwaermen des Reaktionsprodukts mit aethanol. Kalilauge 2: chromium (VI)-oxide; acetic acid 3: 280 °C / unter vermindertem Druck View Scheme

: 6877-76-5
(25R)-6β-hydroxy-spirost-4-en-3-one

: 3730-84-5
(22S,25R)-spirost-4-en-3,6-dione

Conditions

Conditions	Yield
With chromium(VI) oxide; acetic acid

: 74395-54-3
(25R)-5α-hydroxy-5α-spirosta-3,6-dione

: 3730-84-5
(22S,25R)-spirost-4-en-3,6-dione

Conditions

Conditions	Yield
at 280℃; unter vermindertem Druck;

(25R)-spirost-4-en-3β-ol: (25R)-spirost-4-en-3β-ol

: 3730-84-5
(22S,25R)-spirost-4-en-3,6-dione

Conditions

Conditions	Yield
With chromium(VI) oxide; acetic acid

: 64-19-7
acetic acid

: 6877-76-5
(25R)-6β-hydroxy-spirost-4-en-3-one

chromium (VI)-oxide: chromium (VI)-oxide

: 3730-84-5
(22S,25R)-spirost-4-en-3,6-dione

: 7732-18-5
water

: 64-19-7
acetic acid

: 512-04-9
diosgenin

chromium (VI)-oxide: chromium (VI)-oxide

: 3730-84-5
(22S,25R)-spirost-4-en-3,6-dione

: 56816-69-4
(25R)-spirostan-22α-O-3β,5α,6β-triol

: 3730-84-5
(22S,25R)-spirost-4-en-3,6-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: chromium (VI)-oxide; acetic acid 2: 280 °C / unter vermindertem Druck View Scheme
Multi-step reaction with 5 steps 1: pyridine 2: thionyl chloride; pyridine 3: aqueous methanol. KOH-solution 4: manganese (IV)-oxide; chloroform 5: aqueous acetic acid; chromium (VI)-oxide View Scheme

: 3514-60-1
(25R)-5α,6α-epoxyspirostan-22α-O-3β-ol

: 3730-84-5
(22S,25R)-spirost-4-en-3,6-dione

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogen chloride; ethanol 2: chromium (VI)-oxide; acetic acid 3: 280 °C / unter vermindertem Druck View Scheme

: (25R)-spirost-4-ene-3β,6β-diol

: 3730-84-5
(22S,25R)-spirost-4-en-3,6-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: manganese (IV)-oxide; chloroform 2: aqueous acetic acid; chromium (VI)-oxide View Scheme

: 6877-75-4
(25R)-3-acetoxy-spirosta-3,5-diene

: 3730-84-5
(22S,25R)-spirost-4-en-3,6-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: monoperoxyphthalic acid; diethyl ether / Lichtausschluss 2: aqueous acetic acid; chromium (VI)-oxide View Scheme

(25R)-Spirost-4-en-3,6-dione Specification

(25R)-Spirost-4-en-3,6-dione is an organic compound with the formula C₂₇H₃₈O₄, and its systematic name is the same with the product name. With the CAS registry number 3730-84-5, it is also named as Spirost-4-ene-3,6-dione, (25R)-. In addition, the molecular weight is 426.59.

Physical properties of (25R)-Spirost-4-en-3,6-dione are: (1)ACD/LogP: 4.153; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.15; (4)ACD/LogD (pH 7.4): 4.15; (5)ACD/BCF (pH 5.5): 843.83; (6)ACD/BCF (pH 7.4): 843.83; (7)ACD/KOC (pH 5.5): 4327.29; (8)ACD/KOC (pH 7.4): 4327.29; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 52.6 Å²; (13)Index of Refraction: 1.565; (14)Molar Refractivity: 118.08 cm³; (15)Molar Volume: 362.637 cm³; (16)Polarizability: 46.811×10^-24cm³; (17)Surface Tension: 45.97 dyne/cm; (18)Density: 1.176 g/cm³; (19)Flash Point: 236.593 °C; (20)Enthalpy of Vaporization: 83.375 kJ/mol; (21)Boiling Point: 553.029 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C2\C=C1\C(=O)C[C@@H]5[C@@H]([C@@]1(C)CC2)CC[C@@]6([C@@H]4[C@@H](O[C@@]3(OC[C@@H](CC3)C)[C@H]4C)C[C@@H]56)C
(2)Std. InChI: InChI=1S/C27H38O4/c1-15-5-10-27(30-14-15)16(2)24-23(31-27)13-20-18-12-22(29)21-11-17(28)6-8-25(21,3)19(18)7-9-26(20,24)4/h11,15-16,18-20,23-24H,5-10,12-14H2,1-4H3/t15-,16+,18-,19+,20+,23+,24+,25-,26+,27-/m1/s1
(3)Std. InChIKey: BHUDKWOFZIXCDR-GBZPNVARSA-N

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