Goniotriol

Base Information

• Chemical Name: Goniotriol
• CAS No.: 96405-62-8
• Molecular Formula: C13H14 O5
• Molecular Weight: 250.251
• DSSTox Substance ID: DTXSID501317251
• Nikkaji Number: J1.899.138A
• Wikidata: Q104919945
• Metabolomics Workbench ID: 138190
• ChEMBL ID: CHEMBL482598
• Mol file: 96405-62-8.mol

Synonyms:6-(7,8-dihydro-7,8-dihydroxystyryl)-5,6-dihydro-5-hydroxy-2-pyrone;goniotriol

Chemical Property of Goniotriol

Chemical Property:

• Vapor Pressure: 3.81E-13mmHg at 25°C
• Boiling Point: 554.8°Cat760mmHg
• Flash Point: 218°C
• PSA: 86.99000
• Density: 1.419g/cm³
• LogP: -0.07660
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 250.08412354
• Heavy Atom Count: 18
• Complexity: 321

Purity/Quality:

98% ^*data from raw suppliers

Goniotriol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(C2C(C=CC(=O)O2)O)O)O
• Isomeric SMILES: C1=CC=C(C=C1)[C@H]([C@H]([C@H]2[C@H](C=CC(=O)O2)O)O)O
• Uses: Goniotriol is 2H-Tetrahydropyran derivative and bioactive constituents from the bark of Goniothalamus elegants Ast.

Technology Process of Goniotriol

There total 51 articles about Goniotriol 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: 90.0%

(5S,6R)-5-hydroxy-6-<(1R,2R)-1,2-isopropylidenyloxy-2-phenylethyl>-5,6-dihydropyran-2-one (162466-16-2) → (5S,6R)-6-[(1S,2R)-1-(benzyloxy)-1,2-dihydroxy-2-phenylethyl]-5-hydroxy-5,6-dihydro-2H-pyran-2-one (96405-62-8)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; water; for 6h; Ambient temperature;

DOI:10.1016/0040-4020(94)01025-U

Reference yield: 89.0%

4,6-O-Isopropylidene-7-C-phenyl-D-gluco-hept-2-enono-δ-lactone (151830-90-9) → (5S,6R)-6-[(1S,2R)-1-(benzyloxy)-1,2-dihydroxy-2-phenylethyl]-5-hydroxy-5,6-dihydro-2H-pyran-2-one (96405-62-8)

Guidance literature:

With acetic acid; at 90 - 100 ℃; for 2h;

DOI:10.1021/jo00115a030

Reference yield: 88.0%

(5S,6R,7R,8R)-6-<7,8-dihydro-8-hydroxy-7-(methoxymethoxy)styryl>-5-(methoxymethoxy)-5,6-dihydro-2H-pyran-2-one (153619-50-2) → (5S,6R)-6-[(1S,2R)-1-(benzyloxy)-1,2-dihydroxy-2-phenylethyl]-5-hydroxy-5,6-dihydro-2H-pyran-2-one (96405-62-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 2.5h; Ambient temperature;

DOI:10.1016/S0040-4020(99)00023-X

upstream raw materials:

(5S,6R)-5-hydroxy-6-<(1R,2R)-1,2-isopropylidenyloxy-2-phenylethyl>-5,6-dihydropyran-2-one

4,6-O-Isopropylidene-7-C-phenyl-D-gluco-hept-2-enono-δ-lactone

(5S,6R)-6-[(1S,2R)-1-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5-hydroxy-5,6-dihydro-pyran-2-one

(5S,6R,7R,8R)-6-<7,8-dihydro-8-hydroxy-7-(methoxymethoxy)styryl>-5-(methoxymethoxy)-5,6-dihydro-2H-pyran-2-one

Downstream raw materials:

(+)-goniofufurone