alpha-Amyrin supplier | CasNO.638-95-9

Name
alpha-Amyrin
EINECS 211-352-1
CAS No. 638-95-9
Article Data25
CAS DataBase
Density 0.9600 (rough estimate)
Solubility SOLVENT < Soluble in ether, benzene, chloroform, glacial acetic acid
Melting Point 188 C
Formula C30H50 O
Boiling Point 243 C
Molecular Weight 426.726
Flash Point 218.6oC
Transport Information HAZARD
Appearance white crystalline powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols UN NO.
Synonyms Urs-12-en-3b-ol (6CI,8CI); Viminalol (7CI); 3b-Hydroxyurs-12-ene; NSC 114787; a-Amirin; a-Amyrenol; a-Amyrin; a-Amyrine
PSA 20.23000
LogP 8.02480

Synthetic route

: 863-76-3, 101915-52-0, 22395-84-2
urs-12-en-3β-yl acetate

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
With potassium hydroxide In methanol Reflux;	99%
Stage #1: urs-12-en-3β-yl acetate With methanol; sodium methylate at 20℃; for 2h; Stage #2:	92%
With methanol; sodium methylate at 20℃; for 2h;	88%
With potassium hydroxide In methanol
With potassium hydroxide In ethanol for 3h; Deacetylation; Heating;

: (3β)-3-{[(1,1-dimethylethyl)dimethylsilyl]oxy}-urs-12-en

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 14h; Reagent/catalyst; Solvent;	94%

: 638-96-0
urs-12-en-3-one

: 555-31-7
aluminum isopropoxide

A: 638-95-9
α-amyrin

B: 5937-48-4
3α-hydroxyurs-12-ene

Conditions

Conditions	Yield
With isopropyl alcohol

...Expand

: 638-96-0
urs-12-en-3-one

A: 638-95-9
α-amyrin

B: 5937-48-4
3α-hydroxyurs-12-ene

Conditions

Conditions	Yield
With nickel Hydrogenation;

: 3α-acetoxy-ursen-(12)-al-(24)-semicarbazone

: 141-52-6
sodium ethanolate

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
at 200℃;

: 3β-acetoxy-ursen-(12)-al-(28)-semicarbazone

: 141-52-6
sodium ethanolate

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
at 200℃;

: 638-96-0
urs-12-en-3-one

: 555-31-7
aluminum isopropoxide

: 67-63-0
isopropyl alcohol

A: 638-95-9
α-amyrin

B: 5937-48-4
3α-hydroxyurs-12-ene

...Expand

: 22255-10-3
(3β)-urs-12-en-3-yl palmitate

A: 36653-82-4
1-Hexadecanol

B: 638-95-9
α-amyrin

Conditions

Conditions	Yield
With lithium aluminium tetrahydride

: α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranosyl-(1->3)-α-amyrin

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
With sulfuric acid In ethanol

fraction No3 of Canarium zeylanicum benzene extract: fraction No3 of Canarium zeylanicum benzene extract

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
With nitric acid; sodium chloride In pyridine at 0℃; for 0.2h;	2.9 g

: 638-96-0
urs-12-en-3-one

Raney nickel: Raney nickel

A: 638-95-9
α-amyrin

B: 5937-48-4
3α-hydroxyurs-12-ene

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 107657-17-0
3β-acetoxy-ursen-(12)-one-(16)

: 141-52-6
sodium ethanolate

: 302-01-2
hydrazine

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
at 250℃;

...Expand

: 2118-90-3
neoilexonol

: 64-19-7
acetic acid

platinum: platinum

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 22255-10-3
(3β)-urs-12-en-3-yl palmitate

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
With potassium hydroxide In ethanol

: 545-47-1
lupenol

A: 638-95-9
α-amyrin

B: 30300-37-9, 34079-40-8, 465-02-1
germanicol

C: 1059-14-9, 20301-85-3, 64090-86-4, 113829-58-6
taraxasterol

D: 559-70-6, 6811-63-8, 52690-48-9, 107596-78-1, 109838-28-0, 144666-16-0, 149252-85-7
18-epi-β-amyrin

E: 464-98-2
pseudo-taraxasterol

F: 39776-31-3, 52647-56-0, 508-04-3
δ-amyrin

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In chloroform-d1 at 23℃; for 24h; Inert atmosphere;	A 10 %Spectr. B 15 %Spectr. C 10 %Spectr. D 17 %Spectr. E 29 %Spectr. F 12 %Spectr.

...Expand

: 545-47-1
lupenol

A: 638-95-9
α-amyrin

B: 30300-37-9, 34079-40-8, 465-02-1
germanicol

C: 559-70-6, 6811-63-8, 52690-48-9, 107596-78-1, 109838-28-0, 144666-16-0, 149252-85-7
18-epi-β-amyrin

D: 464-98-2
pseudo-taraxasterol

E: 39776-31-3, 52647-56-0, 508-04-3
δ-amyrin

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In chloroform-d1 at 23℃; for 12h; Inert atmosphere;	A 12 %Spectr. B 8 %Spectr. C 17 %Spectr. D 46 %Spectr. E 12 %Spectr.

...Expand

: urs-12-ene-3β-tetradecanoate

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
With methanol; sodium hydroxide for 10h;

: 149695-97-6
urs-12-ene-3β-decanoate

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
With methanol; sodium hydroxide for 10h;

: urs-12-ene-3β-dodecanoate

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
With methanol; sodium hydroxide for 10h;

: 14459-13-3
isoursenol

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In chloroform-d1 at 23℃; for 0.25h;	93 %Spectr.

: 67-56-1
methanol

: 3β-12-ursen-3-yl docosanoate

A: 929-77-1
behenic acid methyl ester

B: 638-95-9
α-amyrin

Conditions

Conditions	Yield
With potassium hydroxide

...Expand

: 67-56-1
methanol

: 3β-12-ursen-3-yl nonacosanoate

A: 4082-55-7
nonacosanoic acid methyl ester

B: 638-95-9
α-amyrin

Conditions

Conditions	Yield
With potassium hydroxide

...Expand

: (3β)-3-{[(1,1-dimethylethyl)dimethylsilyl]oxy}-28-{[(trifluoromethyl)sulfonyl]oxy}-urs-12-en

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 14 h / 20 °C View Scheme

: 77-52-1
ursolic acid

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h 1.2: 12 h / 20 °C 2.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 50 °C 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux 4.1: pyridine / dichloromethane / 0.25 h / 0 °C 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 14 h / 20 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h
1.2: 12 h / 20 °C
2.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 50 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux
4.1: pyridine / dichloromethane / 0.25 h / 0 °C
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 14 h / 20 °C
View Scheme

: 915-32-2, 26532-60-5, 32208-45-0, 74984-68-2, 94482-47-0, 121468-30-2
methyl (3β)-3-hydroxyurs-12-en-28-oate

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 50 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux 3: pyridine / dichloromethane / 0.25 h / 0 °C 4: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C 5: tetrabutyl ammonium fluoride / tetrahydrofuran / 14 h / 20 °C View Scheme

: 197500-54-2
(3β)-methyl 3-{[(1,1-dimethylethyl)dimethylsilyl]oxy}-urs-12-en-28-oate

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux 2: pyridine / dichloromethane / 0.25 h / 0 °C 3: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C 4: tetrabutyl ammonium fluoride / tetrahydrofuran / 14 h / 20 °C View Scheme

: 197500-55-3
(3β)-3-{[(1,1-dimethylethyl)dimethylsilyl]oxy}-urs-12-en-28-ol

: 638-95-9
α-amyrin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine / dichloromethane / 0.25 h / 0 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran / 14 h / 20 °C View Scheme

: 638-95-9
α-amyrin

: 638-96-0
urs-12-en-3-one

Conditions

Conditions	Yield
With pyridinium chlorochromate In dichloromethane at 20℃; for 12h;	90%
With chromium(VI) oxide; sulfuric acid In acetone
With 4-methylisopropylbenzene; nickel Heating;

: 59-67-6
nicotinic acid

: 638-95-9
α-amyrin

: 1443125-09-4
4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a, 14,14a,14b-icosahydropicen-3-ylnicotinate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	85%

: 638-95-9
α-amyrin

: 74-11-3
para-chlorobenzoic acid

: 1010707-21-7
4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl 4-chlorobenzoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	80%

: 2051-49-2
n-hexanoic anhydride

: 638-95-9
α-amyrin

: 130838-16-3
urs-12-ene-3β-hexanoate

Conditions

Conditions	Yield
With dmap In dichloromethane for 3h;	77%

: 638-95-9
α-amyrin

: 1501-05-9
5-oxo-5-phenylvaleric acid

: 1146582-50-4
4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl 5-oxo-5-phenylpentanoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	72%

: 638-95-9
α-amyrin

: 62-23-7
4-nitro-benzoic acid

: 4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl 4-nitrobenzoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	72%

: 638-95-9
α-amyrin

: 108-24-7
acetic anhydride

: 863-76-3, 101915-52-0, 22395-84-2
urs-12-en-3β-yl acetate

Conditions

Conditions	Yield
With dmap In dichloromethane for 3h;	71%
With pyridine
With pyridine
With pyridine for 5h; Heating;

: 638-95-9
α-amyrin

: 57-10-3
1-hexadecylcarboxylic acid

: 22255-10-3
(3β)-urs-12-en-3-yl palmitate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 18h; Acetylation;	68%

: 104-01-8
4-Methoxyphenylacetic acid

: 638-95-9
α-amyrin

: 1146582-48-0
4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl 2-(4-methoxyphenyl)acetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	54%

: 98-98-6
2-Picolinic acid

: 638-95-9
α-amyrin

: 1146582-54-8
4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl nicotinate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	53%

: 638-95-9
α-amyrin

: 127603-20-7
A-neo-ursa-3(5),12-diene

Conditions

Conditions	Yield
With phosphorus pentaoxide In toluene for 2h; Heating;	52%

: 638-95-9
α-amyrin

: 57732-64-6
4-(4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yloxy)-4-oxo-butanoic acid

: 1146582-66-2
4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl 4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl succinate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	52%

: 93-10-7
quinoline-2-carboxylic acid

: 638-95-9
α-amyrin

: 1146582-56-0
4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl isoquinoline-1-carboxylate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	51%

: 108-30-5
succinic acid anhydride

: 638-95-9
α-amyrin

: 57732-64-6
4-(4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yloxy)-4-oxo-butanoic acid

Conditions

Conditions	Yield
With dmap In dichloromethane at 20℃; for 4h;	48%

: 638-95-9
α-amyrin

A: 638-96-0
urs-12-en-3-one

B: 38242-01-2
3,11-dioxo α-amyrin

Conditions

Conditions	Yield
With chromium(VI) oxide In acetic acid for 48h; Ambient temperature;	A 47% B 24%
With chromium(VI) oxide In acetic acid Ambient temperature;	A 47% B 24%

: 565-63-9
Angelic acid

: 638-95-9
α-amyrin

: 4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl (Z)-2-methylbut-2-enoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	46%

: 495-69-2
Hippuric Acid

: 638-95-9
α-amyrin

: 1146582-60-6
4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl 2-benzamidoacetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	43%

: 638-95-9
α-amyrin

: 610-72-0
2,5-dimethylbenzoic acid

: 1146582-62-8
4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl 2,5-dimethylbenzoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	43%

: 85-44-9
phthalic anhydride

: 638-95-9
α-amyrin

: 1011714-98-9
2-(4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yloxy)carbonylbenzoic acid

Conditions

Conditions	Yield
With dmap In dichloromethane at 20℃; for 4h;	42%

: 638-95-9
α-amyrin

: 598-72-1
2-Bromopropionic acid

: 1146582-58-2
4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl 2-bromopropanoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	35%

: 110-86-1
pyridine

: 638-95-9
α-amyrin

: 79-03-8
propionyl chloride

: 115653-34-4
urs-12-ene-3β-propionate

Conditions

Conditions	Yield
With diethyl ether

...Expand

: 110-86-1
pyridine

: 638-95-9
α-amyrin

: 112-76-5
Stearoyl chloride

: 63195-78-8
(3β)-urs-12-en-3-yl stearate

Conditions

Conditions	Yield
With diethyl ether

...Expand

: 110-86-1
pyridine

: 638-95-9
α-amyrin

: 76-02-8
Trichloroacetyl chloride

: O-trichloroacetyl-α-amyrin

Conditions

Conditions	Yield
With diethyl ether

...Expand

: 64-18-6
formic acid

: 638-95-9
α-amyrin

: 6201-95-2
urs-12-ene-3β-formiate

: 638-95-9
α-amyrin

: 559-70-6
beta-amyrin

: 108368-99-6
6-Hydroxy-1.2.5-trimethyl-naphthalin

Conditions

Conditions	Yield
With selenium at 350℃;

: 638-95-9
α-amyrin

: 559-70-6
beta-amyrin

: 10-hydroxy-2.9-dimethyl-picene

Conditions

Conditions	Yield
With selenium at 350℃;

: 638-95-9
α-amyrin

: 53684-57-4
N-chlorobetainyl chloride

: 124107-50-2
trimethyl-urs-12-en-3β-yloxycarbonylmethyl-ammonium; chloride

Conditions

Conditions	Yield
With chloroform

: 638-95-9
α-amyrin

: 486-34-0
1,2,7-trimethylnaphthalene

Conditions

Conditions	Yield
With selenium
With sulfur

alpha-Amyrin Chemical Properties

Molecular Structure of alpha-Amyrin (CAS NO.638-95-9):

IUPAC Name: (3S,4alphaR,6alphaR,6betaS,8alphaR,11R,12S,12alphaR,14alphaR,14betaR)-4,4,6alpha,6beta,8alpha,11,12,14beta-Octamethyl-2,3,4alpha,5,6,7,8,9,10,11,12,12alpha,14,14alpha-tetradecahydro-1H-picen-3-ol
Molecular Formula: C₃₀H₅₀O
Molecular Weight: 426.72
EINECS: 211-352-1
Index of Refraction: 1.537
Molar Refractivity: 131.86 cm³
Molar Volume: 421.6 cm³
Surface Tension: 39.1 dyne/cm
Density: 1.01 g/cm³
Melting Point: 186 °C
Flash Point: 218.6 °C
Enthalpy of Vaporization: 87.66 kJ/mol
Boiling Point: 493.8 °C at 760 mmHg
Vapour Pressure: 8.06E-12 mmHg at 25 °C
Product Categories: Tri-Terpenoids
SMILES: O[C@H]2CC[C@@]1([C@@H]3[C@](CC[C@H]1C2(C)C)(C)[C@]5(C(=C/C3)\[C@@H]4[C@@H](C)[C@H](C)CC[C@]4(C)CC5)C)C
InChI: InChI=1/C30H50O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h9,19-20,22-25,31H,10-18H2,1-8H3/t19-,20+,22+,23-,24+,25+,27-,28+,29-,30-/m1/s1

alpha-Amyrin Safety Profile

Safety Information of alpha-Amyrin (CAS NO.638-95-9):
Hazard Codes: Irritant Xi

alpha-Amyrin Specification

alpha-Amyrin (CAS NO.638-95-9), its Synonyms are Viminalol ; alpha-Amyrenol ; alpha-Amyrine ; Urs-12-en-3-ol, (3beta)- (9CI) ; Urs-12-en-3beta-ol ; 3beta-Hydroxyurs-12-ene .

Product Name

alpha-Amyrin

Synthetic route

alpha-Amyrin Chemical Properties

alpha-Amyrin Safety Profile

alpha-Amyrin Specification

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