(-)-Bruceol

Base Information

Chemical Name:(-)-Bruceol
CAS No.:33044-74-5
Molecular Formula:C19H20O5
Molecular Weight:328.3591
Hs Code.:
NSC Number:83433
DSSTox Substance ID:DTXSID90954664
Wikidata:Q82933998

Synonyms:16-Hydroxy-11,11,15-trimethyl-6,10,19-trioxapentacyclo(13.3.1.02,7.09,18.012,17)nonadeca-1,3,7,9(18)-tetraen-5-one;2,12-Epoxy-2H,9H-benzo(d)benzo(1,2-b:5,4-b')dipyran-9-one, 1,3,4,4a,5,12b-hexahydro-1-hydroxy-2,5,5-trimethyl-;bruceol

Suppliers and Price of (-)-Bruceol

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

Total 4 raw suppliers

Chemical Property of (-)-Bruceol

Chemical Property:

Vapor Pressure:7.13E-10mmHg at 25°C
Boiling Point:476.1°Cat760mmHg
Flash Point:172.2°C
PSA：68.90000
Density:1.343g/cm³
LogP:2.96960
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:0
Exact Mass:328.13107373
Heavy Atom Count:24
Complexity:613

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(C2CCC3(C(C2C4=C(O1)C=C5C(=C4O3)C=CC(=O)O5)O)C)C

Technology Process of (-)-Bruceol

There total 6 articles about (-)-Bruceol 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: 11.0%

: 31709-72-5,150521-59-8
protobruceol I

: 33044-74-5
bruceol

Guidance literature:: With (S,S)-chloro[2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis-[4,6-bis(1,1-dimethylethyl)phenolato]]^(2-)-N,N',O,O'-manganese; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 ℃; Inert atmosphere;
DOI:10.1021/acs.joc.9b02862

Reference yield: 11.0%

: 31709-72-5,150521-59-8
protobruceol I

: 2'-epi-bruceol

: 2'-epi-bruceol

: 33044-74-5
bruceol

Guidance literature:: With (-)-chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato)manganese(III); 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 ℃; for 0.5h; Reagent/catalyst; enantioselective reaction; Catalytic behavior; Inert atmosphere;
DOI:10.1002/anie.201812432

Reference yield:

: 108-73-6
3,5-dihydroxyphenol

: 33044-74-5
bruceol

Guidance literature:: Multi-step reaction with 3 steps

1: zinc(II) chloride / neat (no solvent) / Inert atmosphere

2: pyridine / 18 h / 90 °C / Inert atmosphere

3: 3-chloro-benzenecarboperoxoic acid; (S,S)-chloro[2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis-[4,6-bis(1,1-dimethylethyl)phenolato]]^(2-)-N,N',O,O'-manganese / dichloromethane / -78 °C / Inert atmosphere

With pyridine; (S,S)-chloro[2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis-[4,6-bis(1,1-dimethylethyl)phenolato]]^(2-)-N,N',O,O'-manganese; 3-chloro-benzenecarboperoxoic acid; zinc(II) chloride; In dichloromethane;
DOI:10.1021/acs.joc.9b02862