Lupeol supplier | CasNO.545-47-1

Name
Lupeol
EINECS 208-889-9
CAS No. 545-47-1
Article Data30
CAS DataBase
Density 0.978 g/cm³
Solubility
Melting Point 215-216oC
Formula C₃₀H₅₀O
Boiling Point 488.1 °C at 760 mmHg
Molecular Weight 426.726
Flash Point 216.9 °C
Transport Information
Appearance white powder
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Lup-20(29)-en-3b-ol (8CI);Monogynol B (6CI);(+)-Lupeol;3b-Hydroxylup-20(29)-ene;Clerodol;Fagarasterol;Fagarsterol;Lupenol;NSC 90487;b-Viscol;
PSA 20.23000
LogP 8.02480

Synthetic route

: 1617-68-1, 6610-54-4, 55870-40-1, 74345-30-5, 101627-42-3
lupeol acetate

: 545-47-1
lupenol

Conditions

Conditions	Yield
With potassium hydroxide In methanol for 0.0166667h; microwave irradiation;	90%
With potassium hydroxide In ethanol for 5h; Heating;	85%
With potassium hydroxide In ethanol for 5h; Reflux;	85%

: 1190597-45-5
tert-butyl((1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysene-9-yloxy)dimethylsilane

: 545-47-1
lupenol

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 50℃; for 24h; Inert atmosphere;	90%

: 27570-21-4
3-O-acetylbetulinal

: 545-47-1
lupenol

Conditions

Conditions	Yield
Stage #1: 3-O-acetylbetulinal With hydrazine hydrate In diethylene glycol dimethyl ether at 80℃; for 3h; Stage #2: With potassium hydroxide In diethylene glycol dimethyl ether for 5h; Reagent/catalyst; Temperature; Reflux;	68%
With hydrazine hydrate; potassium hydroxide In diethylene glycol for 6h; Reflux;	65%
Multi-step reaction with 2 steps 1.1: p-toluenesulfonylhydrazine; Na2SO4 / ethanol / 3.5 h / 100 °C 1.2: 14 percent / NaBH3CN; p-toluenesulfonic acid monohydrate / dimethylformamide; tetrahydrothiophene 1,1-dioxide / 1 h / 100 °C 2.1: 70 percent / K2CO3 / methanol / 13 h / 50 °C View Scheme

: 199665-79-7
lupeol-3-(3'R-hydroxy)-hexadecanoate

: 545-47-1
lupenol

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water for 38h; Reflux;	64%

: 13159-28-9, 92594-07-5
betulinic aldehyde

: 545-47-1
lupenol

Conditions

Conditions	Yield
Stage #1: betulinic aldehyde With hydrazine hydrate In dimethyl sulfoxide at 80℃; for 3h; Stage #2: With potassium tert-butylate In dimethyl sulfoxide at 160℃; for 5h;	61%

: C32H52N2O2

: 545-47-1
lupenol

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide at 160℃; for 5h; Reagent/catalyst; Temperature; Solvent;	55%

: 1617-70-5
lupenone

A: 545-47-1
lupenol

B: 33869-84-0, 55870-42-3, 101627-40-1, 107596-77-0, 545-47-1, 4439-99-0
3-epilupeol

Conditions

Conditions	Yield
With potassium hydroxide In diethylene glycol for 2h; Heating;	A 50% B 15%
With aluminum isopropoxide; isopropyl alcohol

: 1617-70-5
lupenone

: 545-47-1
lupenol

Conditions

Conditions	Yield
With potassium hydroxide In diethylene glycol at 160℃; Heating; reflux 2 h, cooled, dil. HCl, ether extr., washed: water, dried, solvent distillation, chromatographed, petrol and benzene:petrol (2:3) elution; Further byproducts given. Yields of byproduct given;	50%

: 6610-55-5
Glochidone

A: 545-47-1
lupenol

B: 1617-70-5
lupenone

C: 33869-84-0, 55870-42-3, 101627-40-1, 107596-77-0, 545-47-1, 4439-99-0
3-epilupeol

Conditions

Conditions	Yield
With potassium hydroxide In diethylene glycol for 2h; Heating;	A 40% B 8% C 15%

...Expand

: 1617-70-5
lupenone

: 555-31-7
aluminum isopropoxide

: 67-63-0
isopropyl alcohol

: 71-43-2
benzene

: 545-47-1
lupenol

...Expand

: saponin

A: 6556-12-3, 489-91-8, 528-16-5, 552-12-5, 577-46-8, 643-33-4, 2240-07-5, 6294-16-2, 10133-02-5, 18402-78-3, 18968-14-4, 21179-08-8, 23018-83-9, 33599-45-0, 33599-46-1, 46171-67-9, 46171-69-1, 46172-26-3, 70021-34-0, 71031-08-8, 104195-06-4, 106499-29-0, 124817-72-7
D-glucuronic acid

B: 532-20-7, 613-83-2, 7261-25-8, 7687-39-0, 13221-22-2, 14795-83-6, 15761-67-8, 20074-49-1, 25545-03-3, 25545-04-4, 32445-75-3, 34436-17-4, 36441-93-7, 36468-53-8, 37110-85-3, 37388-49-1, 38029-69-5, 40461-77-6, 40461-89-0, 41546-19-4, 41546-20-7, 41546-21-8, 41546-26-3, 41546-29-6, 41546-30-9, 41546-31-0, 126872-16-0, 131064-98-7
L-arabinose

C: 545-47-1
lupenol

Conditions

Conditions	Yield
With sulfuric acid for 5h; Heating;	A n/a B n/a C 285 mg

...Expand

: lupeol β-hydroxyoctadecanoate

: 545-47-1
lupenol

Conditions

Conditions	Yield
With potassium hydroxide In methanol for 2h; Heating;

: lup-20(29)-en-3β-ol hexadecanoate

A: 545-47-1
lupenol

B: 57-10-3
1-hexadecylcarboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide In chloroform for 3h; Heating;

: lup-20(29)-ene-3β-tetradecanoate

A: 545-47-1
lupenol

B: 544-63-8
n-tetradecanoic acid

Conditions

Conditions	Yield
With sodium hydroxide In chloroform for 3h; Heating;
With water; sodium hydroxide In chloroform	A 5 mg B 1 mg

: Pentadecanoic acid (1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-icosahydro-cyclopenta[a]chrysen-9-yl ester

A: 1002-84-2
palmitic acid

B: 545-47-1
lupenol

Conditions

Conditions	Yield
With sodium hydroxide In chloroform for 3h; Heating;

: Heptadecanoic acid (1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-icosahydro-cyclopenta[a]chrysen-9-yl ester

A: 506-12-7
heptadecanoic acid

B: 545-47-1
lupenol

Conditions

Conditions	Yield
With sodium hydroxide In chloroform for 3h; Heating;

: (3β)-lup-20(29)-en-3-yl stearate

A: 545-47-1
lupenol

B: 57-11-4
stearic acid

Conditions

Conditions	Yield
With sodium hydroxide In chloroform for 3h; Heating;

: (E)-3-(3,4-Dihydroxy-5-methoxy-phenyl)-acrylic acid (1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-icosahydro-cyclopenta[a]chrysen-9-yl ester

: 545-47-1
lupenol

Conditions

Conditions	Yield
With potassium hydroxide In methanol for 8h; Heating;

: 54910-48-4
squalene 2,3(S)-oxide

A: 559-70-6
beta-amyrin

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

C: 545-47-1
lupenol

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

Conditions

Conditions	Yield
With Arabidopsis thaliana LUP1 Product distribution; Cyclization; Enzymatic reaction;	A 8 % Chromat. B 7 % Chromat. C 38 % Chromat. D 4 % Chromat.

...Expand

: 20(29)-lupene-3β-isoferulate

: 545-47-1
lupenol

Conditions

Conditions	Yield
With potassium hydroxide at 20℃;

: 473-98-3
betulin

: 545-47-1
lupenol

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: 86 percent / imidazole; DMAP / dimethylformamide / 7 h / 20 °C 2.1: 94 percent / DMAP; pyridine / 16 h / 20 °C 3.1: 98 percent / TBAF / tetrahydrofuran / 3 h / Heating 4.1: 72 percent / PCC / CH2Cl2 / 0.5 h / 20 °C 5.1: p-toluenesulfonylhydrazine; Na2SO4 / ethanol / 3.5 h / 100 °C 5.2: 14 percent / NaBH3CN; p-toluenesulfonic acid monohydrate / dimethylformamide; tetrahydrothiophene 1,1-dioxide / 1 h / 100 °C 6.1: 70 percent / K2CO3 / methanol / 13 h / 50 °C View Scheme
Multi-step reaction with 5 steps 1: pyridine; dmap / N,N-dimethyl-formamide / Reflux 2: pyridine / chloroform / 48 h / 0 - 20 °C 3: iron(III) chloride / tetrahydrofuran / 48 h / Reflux 4: pyridinium chlorochromate / dichloromethane / 0.5 h / 20 °C 5: hydrazine hydrate; potassium hydroxide / diethylene glycol / 6 h / Reflux View Scheme

Yield

Multi-step reaction with 6 steps
1.1: 86 percent / imidazole; DMAP / dimethylformamide / 7 h / 20 °C
2.1: 94 percent / DMAP; pyridine / 16 h / 20 °C
3.1: 98 percent / TBAF / tetrahydrofuran / 3 h / Heating
4.1: 72 percent / PCC / CH2Cl2 / 0.5 h / 20 °C
5.1: p-toluenesulfonylhydrazine; Na2SO4 / ethanol / 3.5 h / 100 °C
5.2: 14 percent / NaBH3CN; p-toluenesulfonic acid monohydrate / dimethylformamide; tetrahydrothiophene 1,1-dioxide / 1 h / 100 °C
6.1: 70 percent / K2CO3 / methanol / 13 h / 50 °C
View Scheme

Multi-step reaction with 5 steps
1: pyridine; dmap / N,N-dimethyl-formamide / Reflux
2: pyridine / chloroform / 48 h / 0 - 20 °C
3: iron(III) chloride / tetrahydrofuran / 48 h / Reflux
4: pyridinium chlorochromate / dichloromethane / 0.5 h / 20 °C
5: hydrazine hydrate; potassium hydroxide / diethylene glycol / 6 h / Reflux
View Scheme

: 27570-20-3
betulin monoacetate

: 545-47-1
lupenol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 72 percent / PCC / CH2Cl2 / 0.5 h / 20 °C 2.1: p-toluenesulfonylhydrazine; Na2SO4 / ethanol / 3.5 h / 100 °C 2.2: 14 percent / NaBH3CN; p-toluenesulfonic acid monohydrate / dimethylformamide; tetrahydrothiophene 1,1-dioxide / 1 h / 100 °C 3.1: 70 percent / K2CO3 / methanol / 13 h / 50 °C View Scheme

: 501124-70-5
(3β)-28-[(dimethylethyl)dimethylsilyloxy]lup-20(29)-en-3-ol

: 545-47-1
lupenol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 94 percent / DMAP; pyridine / 16 h / 20 °C 2.1: 98 percent / TBAF / tetrahydrofuran / 3 h / Heating 3.1: 72 percent / PCC / CH2Cl2 / 0.5 h / 20 °C 4.1: p-toluenesulfonylhydrazine; Na2SO4 / ethanol / 3.5 h / 100 °C 4.2: 14 percent / NaBH3CN; p-toluenesulfonic acid monohydrate / dimethylformamide; tetrahydrothiophene 1,1-dioxide / 1 h / 100 °C 5.1: 70 percent / K2CO3 / methanol / 13 h / 50 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: 94 percent / DMAP; pyridine / 16 h / 20 °C
2.1: 98 percent / TBAF / tetrahydrofuran / 3 h / Heating
3.1: 72 percent / PCC / CH2Cl2 / 0.5 h / 20 °C
4.1: p-toluenesulfonylhydrazine; Na2SO4 / ethanol / 3.5 h / 100 °C
4.2: 14 percent / NaBH3CN; p-toluenesulfonic acid monohydrate / dimethylformamide; tetrahydrothiophene 1,1-dioxide / 1 h / 100 °C
5.1: 70 percent / K2CO3 / methanol / 13 h / 50 °C
View Scheme

: 501124-71-6
3-acetoxy-28-tert-butyldimethylsiloxybetulin

: 545-47-1
lupenol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 98 percent / TBAF / tetrahydrofuran / 3 h / Heating 2.1: 72 percent / PCC / CH2Cl2 / 0.5 h / 20 °C 3.1: p-toluenesulfonylhydrazine; Na2SO4 / ethanol / 3.5 h / 100 °C 3.2: 14 percent / NaBH3CN; p-toluenesulfonic acid monohydrate / dimethylformamide; tetrahydrothiophene 1,1-dioxide / 1 h / 100 °C 4.1: 70 percent / K2CO3 / methanol / 13 h / 50 °C View Scheme

: 6610-55-5
Glochidone

: 545-47-1
lupenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 8 percent / KOH / bis-(2-hydroxy-ethyl) ether / 2 h / Heating 2: 50 percent / KOH / bis-(2-hydroxy-ethyl) ether / 160 °C / Heating; reflux 2 h, cooled, dil. HCl, ether extr., washed: water, dried, solvent distillation, chromatographed, petrol and benzene:petrol (2:3) elution View Scheme
Multi-step reaction with 2 steps 1: 8 percent / KOH / bis-(2-hydroxy-ethyl) ether / 2 h / Heating 2: 50 percent / KOH / bis-(2-hydroxy-ethyl) ether / 2 h / Heating View Scheme

: 137231-83-5
lup-20(29)-en-3β-yl triacontanoate

A: 506-50-3
melissic acid

B: 545-47-1
lupenol

Conditions

Conditions	Yield
With potassium hydroxide; ethanol for 4h; Heating;

: 1291088-32-8
lup-20(29)-en-3β-ol nonanoate

A: 112-05-0
nonanoic acid

B: 545-47-1
lupenol

Conditions

Conditions	Yield
With hydrogenchloride; water In methanol at 39℃; for 4h;	A 1.7 mg B n/a

: 1375064-00-8
lup-20(29)-en-3β-ol undecanoate

A: 112-37-8
undecylenic acid

B: 545-47-1
lupenol

Conditions

Conditions	Yield
With hydrogenchloride; water In methanol at 39℃; for 4h;	A 1.3 mg B n/a

: 67-56-1
methanol

: lupeol 3-O-decanoate

A: 110-42-9
Methyl decanoate

B: 545-47-1
lupenol

Conditions

Conditions	Yield
With potassium hydroxide at 20℃; for 0.25h;

...Expand

: 2051-49-2
n-hexanoic anhydride

: 545-47-1
lupenol

: 3-O-caproyl-lupeol

Conditions

Conditions	Yield
With dmap In dichloromethane for 3h;	100%

: 288-32-4
1H-imidazole

: 108-30-5
succinic acid anhydride

: 545-47-1
lupenol

: lupeol-3-succinate

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydrogencarbonate In dichloromethane; water	97.6%
With hydrogenchloride; sodium hydrogencarbonate In dichloromethane; water	97.6%

...Expand

: 545-47-1
lupenol

: 79-11-8
chloroacetic acid

: lupeol chloroacetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 86h;	97.1%

: 545-47-1
lupenol

: 1056441-97-4
2,3,4,6-tetra-O-benzoyl-α,β-D-idopyranosyl trichloroacetimidate

: 1620782-32-2
3β-(2,3,4,6-tetra-O-benzoyl-α-D-idopyranosyloxy)lup-20(29)-ene

Conditions

Conditions	Yield
Stage #1: lupenol; 2,3,4,6-tetra-O-benzoyl-α,β-D-idopyranosyl trichloroacetimidate With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -40℃; for 0.5h; Molecular sieve; Stage #2: With triethylamine In dichloromethane	97%

: 17347-61-4
2,2-dimethylsuccinic anhydride

: 545-47-1
lupenol

: 3{beta}-O-(3',3'-dimethylsuccinyl)lupeol

Conditions

Conditions	Yield
In cyclohexane for 24h; Reflux;	96.8%
With pyridine; dmap for 12h; Heating;	63%

: 545-47-1
lupenol

: 57-10-3
1-hexadecylcarboxylic acid

: lup-12,20(29)-dien-3β-olyl hexadecanoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 18h; Acetylation;	95%

: 108-30-5
succinic acid anhydride

: 545-47-1
lupenol

: 3{beta}-O-succinyllupeol

Conditions

Conditions	Yield
With pyridine for 15h; Addition; Heating;	95%
In cyclohexane for 24h; Reflux;	81.6%

: 545-47-1
lupenol

: 183901-63-5
2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate

: 1030385-77-3
3β-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-lup-20(29)-ene

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate; MS 4 Angstroem In dichloromethane at -40℃; for 0.333333h;	95%
Stage #1: lupenol; 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate In dichloromethane at 20℃; for 0.5h; Molecular sieve 4A; Stage #2: With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -40℃; for 0.333333h;	95%

: 85-44-9
phthalic anhydride

: 545-47-1
lupenol

: lupeol hemiphthalate

Conditions

Conditions	Yield
With pyridine for 15h; Addition; Heating;	93%

: 2,3,4-tri-O-benzoyl-α,β-L-arabinopyranosyl trichloroacetimidate

: 545-47-1
lupenol

: 3β-O-(2,3,4-tri-O-benzoyl-α-D-arabinopyranosyl)lupeol

Conditions

Conditions	Yield
Stage #1: 2,3,4-tri-O-benzoyl-α,β-L-arabinopyranosyl trichloroacetimidate; lupenol In dichloromethane at 20℃; for 0.333333h; Molecular sieve; Stage #2: With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -40℃; for 0.5h; Molecular sieve;	93%

: 545-47-1
lupenol

: 1617-70-5
lupenone

Conditions

Conditions	Yield
With Jones reagent; acetic acid In chloroform at 20℃; for 0.166667h; Jones Oxidation; Cooling with ice;	91%
With pyridinium chlorochromate In dichloromethane; isopropyl alcohol at 20℃;	85%
With pyridinium chlorochromate In dichloromethane at 20℃; for 24h;	80%

: 545-47-1
lupenol

: 108-24-7
acetic anhydride

: 1617-68-1, 6610-54-4, 55870-40-1, 74345-30-5, 101627-42-3
lupeol acetate

Conditions

Conditions	Yield
With pyridine; dmap Reflux;	91%
With dmap In dichloromethane for 3h;	82%
With pyridine for 0.0333333h; microwave irradiation;	79%

: 545-47-1
lupenol

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 117562-62-6
lupeol 3-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranoside)

Conditions

Conditions	Yield
With mercury(II) cyanide In acetonitrile at 90℃; for 1h;	88%

: 545-47-1
lupenol

: 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1->3)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)]-4,6-di-O-benzylidene-α-D-galactopyranosyl trichloroacetimidate

: 1269649-40-2
lupeol 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1->3)-[2,3,4-tri-O-acetyl-α-L-rhamnopyransyl-(1->2)]-4,6-di-O-benzylidene-β-D-galactopyranoside

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃; for 0.666667h; Inert atmosphere;	87%

: 2,3,4-tri-O-benzoyl-α,β-L-arabinopyranosyl trichloroacetimidate

: 545-47-1
lupenol

A: 3β-O-(2,3,4-tri-O-benzoyl-α-L-arabinopyranosyl)lupeol

B: 3β-O-(2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl)lupeol

Conditions

Conditions	Yield
Stage #1: 2,3,4-tri-O-benzoyl-α,β-L-arabinopyranosyl trichloroacetimidate; lupenol In dichloromethane at 20℃; for 0.333333h; Molecular sieve; Stage #2: With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -40℃; for 0.5h; Molecular sieve;	A 86% B 6%

...Expand

: 545-47-1
lupenol

: 3186-86-5
lupanol

Conditions

Conditions	Yield
With lithium; ethylenediamine for 2h; Heating;	85%
With acetic acid; platinum at 60℃; Hydrogenation;
With platinum(IV) oxide; hydrogen; acetic acid at 60 - 70℃;

: 545-47-1
lupenol

: 98-59-9
p-toluenesulfonyl chloride

: 3-O-tosyllupeol

Conditions

Conditions	Yield
In pyridine at 20℃; for 24h;	85%

: 545-47-1
lupenol

: 74-11-3
para-chlorobenzoic acid

: 1186599-64-3
C37H53ClO2

Conditions

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

: 545-47-1
lupenol

: 74-86-2
acetylene

: lup-20(29)-en-3β-ol O-vinyl ether

Conditions

Conditions	Yield
With cesium fluoride; sodium hydroxide In dimethyl sulfoxide at 130℃; for 2.5h;	76%

: 4160-82-1
3,3-dimethylglutaric anhydride

: 545-47-1
lupenol

: 1442461-21-3
3{beta}-O-(3',3'-dimethylglutaryl)lupeol

Conditions

Conditions	Yield
In cyclohexane for 24h; Reflux;	75.8%

: 545-47-1
lupenol

: 99-33-2
3,5-dinitrobenoyl chloride

: 916994-64-4
lupenyl 3,5-dinitrobenzoate

Conditions

Conditions	Yield
With pyridine at 20℃; for 0.5h;	72%

: 545-47-1
lupenol

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

A: 117584-55-1
A-nor-Δ3,4-lupeol

B: 117562-62-6
lupeol 3-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranoside)

Conditions

Conditions	Yield
With cadmium(II) carbonate In toluene for 2h; Heating; presence of moleculare sieve 4 Angstroem in Soxhlet apparatus;	A 6% B 70%

...Expand

: 545-47-1
lupenol

: 64181-07-3
3β-hydroxy-lup-20(29)-en-30-al

Conditions

Conditions	Yield
With selenium(IV) oxide In ethanol at 20℃; for 48h; Reflux;	70%
With selenium(IV) oxide In 1,4-dioxane; water for 12h; Reflux;	60%
With selenium(IV) oxide In ethanol for 18h; Reflux;	54%
With selenium(IV) oxide In ethanol for 48h; Reflux;	45%
With selenium(IV) oxide In ethanol for 24h; Reflux;	44%

: 1079340-44-5
3,3-dimethyl succinic anhydride

: 545-47-1
lupenol

: 3{beta}-O-(3',3'-dimethylsuccinyl)lupeol

Conditions

Conditions	Yield
With pyridine; dmap Reflux;	70%

: 108-55-4
glutaric anhydride,

: 545-47-1
lupenol

: 406701-46-0
3{beta}-O-glutaryllupeol

Conditions

Conditions	Yield
In cyclohexane for 24h; Reflux;	68.9%

: 2938-48-9
3,3-dimethyl glutaric acid anhydride

: 545-47-1
lupenol

: 1442461-23-5
3{deta}-O-(4',4'-dimethylglutaryl)lupeol

Conditions

Conditions	Yield
In cyclohexane for 24h; Reflux;	68.6%

: 545-47-1
lupenol

: 20329-98-0, 20329-99-1, 90-50-6
(E)-3,4,5-trimethoxy-cinnamic acid

: lupeol 3,4,5-trimethoxycinnamate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	65.3%

Lupeol Chemical Properties

Molecular structure of Lup-20(29)-en-3-ol, (3b)- (CAS NO.545-47-1) is:

Product Name: Lup-20(29)-en-3-ol, (3b)-
CAS Registry Number: 545-47-1
IUPAC Name: (1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol
Molecular Weight: 426.7174 [g/mol]
Molecular Formula: C₃₀H₅₀O
XLogP3-AA: 9.9
H-Bond Donor: 1
H-Bond Acceptor: 1
Storage temp.: 2-8 °C
Surface Tension: 34.2 dyne/cm
Density: 0.977 g/cm³
Flash Point: 216.9 °C
Enthalpy of Vaporization: 86.89 kJ/mol
Boiling Point: 488.1 °C at 760 mmHg
Vapour Pressure: 1.41E-11 mmHg at 25 °C
EINECS: 208-889-9
Product Categories: Tri-Terpenoids

Lupeol Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	> 2gm/kg (2000mg/kg)		Fitoterapia. Vol. 68, Pg. 9, 1997.
rat	LD50	oral	> 2gm/kg (2000mg/kg)		Fitoterapia. Vol. 68, Pg. 9, 1997.

Lupeol Safety Profile

WGK Germany: 2
RTECS: OK5763000

Lupeol Specification

Lup-20(29)-en-3-ol, (3b)- , its cas register number is 545-47-1. It also can be called Lupeol ; (3beta)-Lup-20(29)-en-3-ol ; Fagarasterol .

Product Name

Lupeol

Synthetic route

Lupeol Chemical Properties

Lupeol Toxicity Data With Reference

Lupeol Safety Profile

Lupeol Specification

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