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inquiry3-oxolup-20(29)-en-28-oic acidAppearance:solid or liquid Storage:in sealed air resistant place Package:drum and bag Application:for pharma use Transportation:by sea or air
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Conditions | Yield |
---|---|
With sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene In water; tert-butyl alcohol at 20℃; for 2h; Inert atmosphere; | 100% |
With sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene In water; tert-butyl alcohol at 20℃; for 2h; | 100% |
With sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene In water; tert-butyl alcohol at 20℃; for 2h; Inert atmosphere; | 100% |
betulonic acid
Conditions | Yield |
---|---|
With phosphoric acid In dichloromethane; water | 96% |
Conditions | Yield |
---|---|
With pyridinium chlorochromate In chloroform for 2h; Ambient temperature; | 93% |
With Jones reagent In dichloromethane; acetone at 20℃; for 0.25h; Cooling; | 93% |
With Jones reagent In dichloromethane; acetone at 20℃; Cooling; | 93% |
Conditions | Yield |
---|---|
Stage #1: betulin In acetone at 40℃; for 0.5h; Stage #2: With Jones reagent at -10℃; for 4h; Solvent; | 87.6% |
With Jones reagent | 81.8% |
With Jones reagent at 25℃; for 4h; Jones Oxidation; | 81% |
Conditions | Yield |
---|---|
With Jones reagent In acetone at 0℃; for 2.25h; | A 6% B 86% |
With Jones reagent In acetone at 0 - 20℃; for 3h; Inert atmosphere; | A 6% B 86% |
With Jones reagent In acetone at 0 - 20℃; Inert atmosphere; | A n/a B 57% |
betulin
A
betulonic aldehyde
B
betulinic aldehyde
C
Betulinic acid
D
betulonic acid
Conditions | Yield |
---|---|
With dipyridinium dichromate In water; N,N-dimethyl-formamide | A 20% B 7% C 8% D 13% |
Conditions | Yield |
---|---|
at 2℃; |
Conditions | Yield |
---|---|
With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In water; acetonitrile at 20℃; | 347 mg |
With Jones reagent |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaOH / methanol; tetrahydrofuran / 168000 h / 20 °C 2: 4.8 g / Jones reagent / acetone / 7 h / 0 °C View Scheme |
betulonic aldehyde
betulinic aldehyde
A
Betulinic acid
B
betulonic acid
Conditions | Yield |
---|---|
Stage #1: betulonic aldehyde; betulinic aldehyde With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene In water; tert-butyl alcohol at 20℃; for 18.5h; Inert atmosphere; Stage #2: With sodium hydroxide In water; tert-butyl alcohol at 20℃; for 1.5h; Stage #3: With hydrogenchloride In water for 2.5h; Overall yield = 17.8 g; |
(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-ol
betulonic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.42 h / -15 °C / Inert atmosphere 2: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogen phosphate monohydrate / water; tert-butyl alcohol / 2 h / 20 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
With air In acetone at 20℃; for 336h; | A 57.7 mg B 32.9 mg C 176.4 mg |
betulin
A
betulonic aldehyde
B
betulinic aldehyde
C
betulonic acid
Conditions | Yield |
---|---|
With Ru/C; air In 1,3,5-trimethyl-benzene at 140℃; for 6h; Overall yield = 48 %; |
betulonic acid
betulonic acid chloride
Conditions | Yield |
---|---|
With oxalyl dichloride In dichloromethane at 20℃; for 6h; Inert atmosphere; | 99% |
With oxalyl dichloride In benzene | 95% |
With oxalyl dichloride In dichloromethane at 20℃; for 6h; | 89% |
Conditions | Yield |
---|---|
In diethyl ether | 98% |
With diethyl ether | |
Esterification; |
betulonic acid
3-oxolupan-28-ic acid
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; methanol at 20℃; for 22h; | 98% |
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; methanol at 23℃; under 760.051 Torr; for 12h; | 94% |
With palladium on activated charcoal; hydrogen In tetrahydrofuran; methanol at 20℃; | 94% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 20℃; | 98% |
With potassium carbonate In acetone at 25℃; for 24h; | 94% |
With potassium carbonate In N,N-dimethyl-formamide at 23 - 40℃; for 5h; Inert atmosphere; | 90% |
betulonic acid
2-hydroxy-3-oxo-lupa-1,20(29)-dien-28-oic acid
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol at 50℃; for 3h; | 97% |
With potassium tert-butylate; oxygen In tert-butyl alcohol at 400℃; for 0.666667h; | 82% |
With air; potassium tert-butylate In tert-butyl alcohol at 40℃; for 0.666667h; | 75% |
Conditions | Yield |
---|---|
Stage #1: betulonic acid With aluminum isopropoxide; benzyl alcohol In tetrahydrofuran at 65℃; for 2h; Stage #2: With sodium hydroxide In water; xylene at 130℃; for 1h; Stage #3: With acetic acid In water Conversion of starting material; | 96.3% |
Stage #1: betulonic acid With aluminum isopropoxide; benzyl alcohol In tetrahydrofuran at 65℃; for 2h; Heating / reflux; Stage #2: With sodium hydroxide; water In xylenes at 130℃; for 1h; Stage #3: With acetic acid In water | 96.3% |
With sodium tetrahydroborate; isopropyl alcohol; sodium hydroxide In water for 3h; | 94% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 50℃; | 96% |
With potassium carbonate; potassium iodide at 20℃; | 82% |
With potassium carbonate In acetone for 6h; Reflux; | 74% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; |
betulonic acid
3-Oxo-18α-oleanan-28<*>19β-olide
Conditions | Yield |
---|---|
With sodium carbonate; trifluoroacetic acid In chloroform for 0.133333h; | 95% |
With toluene-4-sulfonic acid In chloroform; water for 3h; Reflux; | 19% |
With formic acid at 100℃; | |
With formic acid |
Conditions | Yield |
---|---|
In chloroform at 20℃; for 48h; Dean-Stark; | 95% |
betulonic acid
Conditions | Yield |
---|---|
With pyridine; hydroxylamine hydrochloride at 120℃; for 4h; Microwave irradiation; | 94% |
With pyridine; hydroxylamine hydrochloride In ethanol for 72h; Inert atmosphere; | 87% |
With hydroxylamine; sodium acetate In ethanol |
Conditions | Yield |
---|---|
Stage #1: betulonic acid With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 3-nitro-benzaldehyde In tetrahydrofuran at 0 - 20℃; for 1.5h; | 93% |
Conditions | Yield |
---|---|
Stage #1: betulonic acid With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 4-nitrobenzaldehdye In tetrahydrofuran at 0 - 20℃; for 1.5h; | 93% |
betulonic acid
(1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-isocyanato-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)octadecahydro-1H-cyclopenta[a]chrysen-9(5bH)-one
Conditions | Yield |
---|---|
With diphenyl phosphoryl azide; N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20 - 102℃; for 16.66h; Concentration; Reagent/catalyst; Temperature; Time; Inert atmosphere; | 92% |
With diphenyl phosphoryl azide; triethylamine In 1,4-dioxane for 18.5h; Reflux; | 63.2% |
With diphenyl phosphoryl azide; triethylamine In 1,4-dioxane for 18.5h; Reflux; Inert atmosphere; | 63.2% |
Multi-step reaction with 2 steps 1: oxalyl chloride / benzene / 2 h / 20 - 22 °C 2: 0.38 g / NaN3 / acetone / 6 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 95 percent / oxalyl chloride / benzene 2: NaN3 / acetone / 6 h / 20 - 22 °C View Scheme |
Conditions | Yield |
---|---|
Stage #1: betulonic acid With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 2,6-dichlorobenzaldehyde In tetrahydrofuran at 0 - 20℃; for 2h; | 92% |
Conditions | Yield |
---|---|
Stage #1: betulonic acid With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 5-bromo-2-furancarboxaldehyde In tetrahydrofuran at 0 - 20℃; for 1.7h; | 92% |
betulonic acid
5-bromo-2-methoxybenzaldehyde
Conditions | Yield |
---|---|
Stage #1: betulonic acid With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 5-bromo-2-methoxybenzaldehyde In tetrahydrofuran at 0 - 20℃; for 2h; | 92% |
Conditions | Yield |
---|---|
In toluene at 100℃; for 24h; Molecular sieve; | 92% |
Conditions | Yield |
---|---|
In toluene at 100℃; for 24h; Molecular sieve; | 92% |
Conditions | Yield |
---|---|
Stage #1: betulonic acid With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 4-bromo-benzaldehyde In tetrahydrofuran at 0 - 20℃; for 2h; | 91% |
Conditions | Yield |
---|---|
Stage #1: betulonic acid With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: m-bromobenzoic aldehyde In tetrahydrofuran at 0 - 20℃; for 1.5h; | 91% |
Conditions | Yield |
---|---|
Stage #1: betulonic acid With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: ortho-bromobenzaldehyde In tetrahydrofuran at 0 - 20℃; for 2h; | 91% |
Conditions | Yield |
---|---|
Stage #1: betulonic acid With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 1-naphthaldehyde In tetrahydrofuran at 0 - 20℃; for 2h; | 91% |
betulonic acid
3-(hydroxyimino)lup-20(29)-en-28-oic acid
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride In pyridine for 2h; Heating; | 90% |
With pyridine; hydroxylamine hydrochloride In methanol for 16h; Reflux; | 84% |
With pyridine; hydroxylamine hydrochloride at 20℃; | 72.4% |
betulonic acid
benzyl chloride
benzyl (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-oxo-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-3aH-cyclopenta[a]chrysene-3a-carboxylate
Conditions | Yield |
---|---|
With potassium carbonate for 2h; Reflux; | 90% |
Conditions | Yield |
---|---|
Stage #1: betulonic acid With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 3-thiophene carboxaldehyde In tetrahydrofuran at 0 - 20℃; for 1h; | 90% |
Conditions | Yield |
---|---|
Stage #1: betulonic acid With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 3-pyridinecarboxaldehyde In tetrahydrofuran at 0 - 20℃; for 2h; | 90% |
betulonic acid
3-bromo-4-fluorobenzaldehyde
Conditions | Yield |
---|---|
Stage #1: betulonic acid With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 3-bromo-4-fluorobenzaldehyde In tetrahydrofuran at 0 - 20℃; for 1.5h; | 90% |
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