Lupeol acetate

Base Information

• Chemical Name: Lupeol acetate
• CAS No.: 1617-68-1
• Molecular Formula: C₃₂H₅₂O₂
• Molecular Weight: 468.764
• European Community (EC) Number: 216-575-8
• UNII: WJ3A89G0H6
• Nikkaji Number: J145.292D
• Wikidata: Q27104976
• Metabolomics Workbench ID: 28738
• ChEMBL ID: CHEMBL453802
• Mol file: 1617-68-1.mol

Synonyms:3-acetyllupeol;3-acetyllupeol, (3alpha)-isomer

Chemical Property of Lupeol acetate

Chemical Property:

• Melting Point: 218oC
• Boiling Point: 502.7°Cat760mmHg
• Flash Point: 254.7°C
• PSA: 26.30000
• Density: 1.01g/cm³
• LogP: 8.59560
• XLogP3: 10.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 468.396730897
• Heavy Atom Count: 34
• Complexity: 872

Purity/Quality:

98% ^*data from raw suppliers

LupeolAcetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C)C)C
• Isomeric 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)OC(=O)C)C)C
• Uses: antiulcer

Technology Process of Lupeol acetate

There total 30 articles about Lupeol acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

lupenol (545-47-1) + acetic anhydride (108-24-7) → lupeol acetate (1617-68-1,6610-54-4,55870-40-1,74345-30-5,101627-42-3)

Guidance literature:

With pyridine; dmap; Reflux;

DOI:10.1016/j.bmcl.2014.05.032

Reference yield: 22.0%

lupenol (545-47-1) + acetic anhydride (108-24-7) + D-glucal triacetate (2873-29-2) → lupeol acetate (1617-68-1,6610-54-4,55870-40-1,74345-30-5,101627-42-3) + C40H62O6 (1315246-20-8)

Guidance literature:

lupenol; D-glucal triacetate; With iodine; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

acetic anhydride; With pyridine; In hexane; ethyl acetate;

Reference yield: 14.0%

3-O-acetylbetulinal (27570-21-4) → lupeol acetate (1617-68-1,6610-54-4,55870-40-1,74345-30-5,101627-42-3)

Guidance literature:

3-O-acetylbetulinal; With sodium sulfate; toluene-4-sulfonic acid hydrazide; In ethanol; at 100 ℃; for 3.5h;

With sodium cyanoborohydride; toluene-4-sulfonic acid; In sulfolane; N,N-dimethyl-formamide; at 100 ℃; for 1h;

DOI:10.1016/S0968-0896(02)00172-4

upstream raw materials:

lupeol

acetic anhydride

ethanol

19α-chloro-18α-oleananol-(3β)

Downstream raw materials:

Lupenylacetat

lup-20(30)-ene-3β,29-diol

lupenol

formaldehyd