Cubebin

Base Information

Chemical Name:Cubebin
CAS No.:18423-69-3
Molecular Formula:C₂₀H₂₀O₆
Molecular Weight:356.375
Hs Code.:
European Community (EC) Number:242-300-6
UNII:J237078S8A
DSSTox Substance ID:DTXSID101031063
Nikkaji Number:J941.075I
Wikidata:Q27134167
Metabolomics Workbench ID:64068
ChEMBL ID:CHEMBL399831
Mol file:18423-69-3.mol

Synonyms:cubebin

Suppliers and Price of Cubebin

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
CUBEBIN 98.00%
50MG
$ 1374.45

Total 20 raw suppliers

Chemical Property of Cubebin

Chemical Property:

Vapor Pressure:6.29E-12mmHg at 25°C
Melting Point:131-132°C
Refractive Index:1.4450 (estimate)
Boiling Point:526.8°Cat760mmHg
Flash Point:272.4°C
PSA：66.38000
Density:1.393g/cm³
LogP:2.51020
XLogP3:3.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:356.12598835
Heavy Atom Count:26
Complexity:487

Purity/Quality:

99% ^*data from raw suppliers

CUBEBIN 98.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C(C(C(O1)O)CC2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5
Isomeric SMILES:C1[C@@H]([C@H]([C@H](O1)O)CC2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5

Technology Process of Cubebin

There total 11 articles about Cubebin 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: 56.0%

: 26543-89-5
(-)-hinokinin

: 18423-69-3,112458-74-9
(8R,8'R)-cubebin

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.333333h;

Reference yield:

: 26543-89-5
(-)-hinokinin

: 18423-69-3,112458-74-9
(-)-(8R,8'R,9R)-cubebin

: (-)-Cubebin

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; cyclohexane; at -78 ℃; for 0.333333h; Overall yield = 56 %; Overall yield = 0.432 g; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/acs.orglett.7b02644

Reference yield:

: (+)-(4R)-4-(3′,4′-methylenedioxybenzyl)tetrahydrofuran-2-ol

: 18423-69-3,112458-74-9
(-)-(8R,8'R,9R)-cubebin

: (-)-Cubebin

Guidance literature:: Multi-step reaction with 3 steps

1.1: fetizon's reagent / toluene / 1.5 h / Inert atmosphere; Reflux

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 23 h / 20 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / dichloromethane; cyclohexane / 0.33 h / -78 °C / Inert atmosphere

With diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; cyclohexane; toluene;
DOI:10.1021/acs.orglett.7b02644