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Basic Information
CAS No.: 473-98-3
Name: Betulin
Article Data: 34
Molecular Structure:
Molecular Structure of 473-98-3 (Betulin)
Formula: C30H50O2
Molecular Weight: 442.726
Synonyms: Lup-20(29)-ene-3b,28-diol(8CI);Lup-20(30)-ene-3b,28-diol (6CI);3aH-Cyclopenta[a]chrysene,lup-20(29)-ene-3,28-diol deriv.;(+)-Betulin;3,28-Dihydroxy-lupeol;3b,28-Dihydroxylup-20(29)-ene;Betuline;Betulinic alcohol;Betulinol;Betulol;NSC 4644;Trochol;Birch bark Extract;
EINECS: 207-475-5
Density: 1.017 g/cm3
Melting Point: 256-257 °C(lit.)
Boiling Point: 522.275 °C at 760mm Hg
Flash Point: 210.873 °C
Appearance: white crystalline powder
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 36/37/38-20/21/22
Safety: 36/37-36-26
PSA: 40.46000
LogP: 6.99720
Synthetic route
1721-69-3

betulin diacetate

473-98-3

betulin

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 2h; Heating;96%
With potassium hydroxide; ethanol In toluene for 2h; Heating / reflux;93%
With sodium hydroxide In tetrahydrofuran; methanol at 20℃; for 168000h;

3,28-bis(O-THP)-betulin

473-98-3

betulin

Conditions
ConditionsYield
With montmorillonite K-10 In methanol at 40 - 50℃; for 2h;95%

betulin 3,28-bis-O-trifluoroacetate

473-98-3

betulin

Conditions
ConditionsYield
With sodium hydroxide In ethanol; toluene at 60℃; for 3h;94%
472-15-1

Betulinic acid

A

473-98-3

betulin

B

13159-28-9, 92594-07-5

betulinic aldehyde

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 4h; Heating;A 90%
B 5%
472-15-1

Betulinic acid

473-98-3

betulin

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 5h; Reflux; Inert atmosphere; Sealed tube;90%
Multi-step reaction with 2 steps
1: 1 g / diethyl ether; CH2Cl2 / 0 °C
2: 0.65 g / LiAlH4 / tetrahydrofuran / 3 h / Heating
View Scheme
Multi-step reaction with 2 steps
2: LAH
View Scheme
1721-69-3

betulin diacetate

A

473-98-3

betulin

B

27570-20-3

betulin monoacetate

Conditions
ConditionsYield
With calcium hydroxide In methanol; chloroform for 24h; Ambient temperature;A 10%
B 89%
With magnesium methanolate In tetrahydrofuran; methanol for 72h; Ambient temperature;A 14%
B 81%
With sodium methylate In tetrahydrofuran; methanol for 48h; Ambient temperature;A 53.1%
B 43.4%
2259-06-5, 25493-95-2

methyl betulinate

473-98-3

betulin

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 10 - 20℃;76%
With lithium aluminium tetrahydride
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether for 3h; Heating;
With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Heating;0.65 g
13159-28-9, 92594-07-5

betulinic aldehyde

292638-85-8

acrylic acid methyl ester

A

1228273-12-8

(R)-4-[3β-hydroxy-28-norlup-20(29)-en-17β-yl]-γ-butyrolactone

B

473-98-3

betulin

Conditions
ConditionsYield
With samarium; 1,2-Diiodoethane; tert-butyl alcohol In tetrahydrofuran at 0℃; Inert atmosphere;A 47%
B n/a
4439-98-9

betulonic aldehyde

A

473-98-3

betulin

B

3-epi-betulinic aldehyde

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide; L-Selectride 1.) THF, -20 deg C, min, 2.) THF, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
betulinic acid

betulinic acid

473-98-3

betulin

Conditions
ConditionsYield
With tetrahydrofuran; lithium aluminium tetrahydride; diethyl ether
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Specification

The CAS registry number of Betulin is 473-98-3. The IUPAC name is (3β)-lup-20(29)-ene-3,28-diol. Its EINECS registry number is 7-475-5. In addition, the molecular formula is C30H50O2 and the molecular weight is 442.7168. It belongs to the classes of Pentacyclic Triterpenes and Tri-Terpenoids. And it is an abundant naturally occurring triterpene. What's more, it can be converted to betulinic acid (the alcohol group replaced by a carboxylic acid group), which is biologically more active than betulin itself. It should be stored in a cool, ventilated and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 8.61; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 8.607; (4)ACD/LogD (pH 7.4): 8.607; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 1145754.5; (8)ACD/KOC (pH 7.4): 1145754.5; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 40.46 Å2; (13)Index of Refraction: 1.525; (14)Molar Refractivity: 133.301 cm3; (15)Molar Volume: 435.12 cm3; (16)Polarizability: 52.845 ×10-24cm3; (17)Surface Tension: 36.992 dyne/cm; (18)Density: 1.017 g/cm3; (19)Flash Point: 210.873 °C; (20)Enthalpy of Vaporization: 91.556 kJ/mol; (21)Boiling Point: 522.275 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin and harmful by inhalation, in contact with skin and if swallowed. During using it, you should wear suitable protective clothing and gloves. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)CO
(2)InChI: InChI=1/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1
(3)InChIKey: FVWJYYTZTCVBKE-ROUWMTJPBQ