Dihydroalantolactone

Base Information

• Chemical Name: Dihydroalantolactone
• CAS No.: 40285-97-0
• Deprecated CAS: 1856-57-1
• Molecular Formula: C15H22O2
• Molecular Weight: 0
• DSSTox Substance ID: DTXSID90193298
• Nikkaji Number: J82.450J
• Wikidata: Q83066016
• Metabolomics Workbench ID: 128095
• ChEMBL ID: CHEMBL2332654
• Mol file: 40285-97-0.mol

Synonyms:Dihydroalantolactone;11,13-Dihydroalantolactone;40285-97-0;Naphtho(2,3-b)furan-2(3H)-one, 3a,5,6,7,8,8a,9,9a-octahydro-3,5,8a-trimethyl-, (3S-(3alpha,3abeta,5alpha,8aalpha,9abeta))-;CHEMBL2332654;DTXSID90193298;4.alpha.H-Eudesm-5-en-12-oic acid, 8.beta.-hydroxy-, .gamma.-lactone;Naphtho[2,3-b]furan-2(3H)-one, 3a,5,6,7,8,8a,9,9a-octahydro-3,5,8a-trimethyl-, [3S-(3.alpha.,3a.beta.,5.alpha.,8a.alpha.,9a.beta.)]-

Chemical Property of Dihydroalantolactone

Chemical Property:

• PSA: 26.30000
• LogP: 3.32050
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 234.161979940
• Heavy Atom Count: 17
• Complexity: 384

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC2(C1=CC3C(C(=O)OC3C2)C)C
• Isomeric SMILES: C[C@H]1CCC[C@]2(C1=C[C@@H]3[C@@H](C(=O)O[C@@H]3C2)C)C

Technology Process of Dihydroalantolactone

There total 9 articles about Dihydroalantolactone 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:

alantolactone (546-43-0) → 3,5,8a-trimethyl-3a,5,6,7,8,8a,9,9a-octahydro-3H-naphtho[2,3-b]furan-2-one (40285-97-0) + 3,5,8a-trimethyl-decahydro-3H-naphtho[2,3-b]furan-2-one

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 18h; under 2585.74 Torr;

DOI:10.1016/S0968-0896(00)00202-9

Reference yield:

alantolactone (546-43-0) → Dihydroalantolacton (40285-97-0)

Guidance literature:

With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; for 0.25h; Reagent/catalyst;

DOI:10.14233/ajchem.2017.20254

Reference yield:

alantolactone (546-43-0) → 3,5,8a-trimethyl-3a,5,6,7,8,8a,9,9a-octahydro-3H-naphtho[2,3-b]furan-2-one (40285-97-0)

Guidance literature:

With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; for 0.25h; Reagent/catalyst;

DOI:10.1007/s10600-020-02989-1

upstream raw materials:

alantolactone

Downstream raw materials:

tetrahydroalantolactone