(-)-Rasfonin

Base Information

Chemical Name:(-)-Rasfonin
CAS No.:303156-68-5
Molecular Formula:C₂₅H₃₈O₆
Molecular Weight:434.573
Hs Code.:
DSSTox Substance ID:DTXSID301043830
Metabolomics Workbench ID:109847
Nikkaji Number:J1.998.509A
Wikidata:Q59247007
Mol file:303156-68-5.mol

Synonyms:rasfonin

Suppliers and Price of (-)-Rasfonin

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 2 raw suppliers

Chemical Property of (-)-Rasfonin

Chemical Property:

XLogP3:4.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:13
Exact Mass:434.26683893
Heavy Atom Count:31
Complexity:703

Purity/Quality:: >95% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC=C(C)CC(C)CC(C)C1C(C=CC(=O)O1)OC(=O)C=CC(=CC(CCO)CO)C
Isomeric SMILES:C/C=C(\C)/C[C@H](C)C[C@H](C)[C@@H]1[C@@H](C=CC(=O)O1)OC(=O)/C=C/C(=C/[C@H](CCO)CO)/C

Technology Process of (-)-Rasfonin

There total 62 articles about (-)-Rasfonin 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: 100.0%

: 848737-95-1
(5R,6R)-5-[(2'E,4'E,6'S)-8'-(tert-butyldimethylsylanyloxy)-6'-(tert-butyldimethylsilanyloxymethyl)-4'-methyl-2',4'-octadienoyl]-6-[(1'S,3'R,5'E)-(1',3',5'-trimethyl-5'-heptenyl)]-5,6-dihydro-2-pyranone

: 303156-68-5
(-)-(S,2E,4E)-((2R,3R)-2-((2S,4R,E)-4,6-dimethyloct-6-en-2-yl)-6-oxo-3,6-dihydro-2H-pyran-3-yl) 8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate

Guidance literature:: With (+)-10-camphorsulfonic acid; In methanol; dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/ja063532+

Reference yield: 72.0%

: 1417796-01-0
(2E,4E,6S)-(2R,3R)-3,6-dihydro-2-((E,2S,4R)-4,6-dimethyloct-6-en-2-yl)-6-oxo-2H-pyran-3-yl 8-tert-butyldiphenylsilyloxy-6-(tert-butyldiphenylsilyloxy-methyl)-4-methylocta-2,4-dienoate

: 303156-68-5
(-)-(S,2E,4E)-((2R,3R)-2-((2S,4R,E)-4,6-dimethyloct-6-en-2-yl)-6-oxo-3,6-dihydro-2H-pyran-3-yl) 8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate

Guidance literature:: With pyridine hydrofluoride; In tetrahydrofuran; at 0 - 20 ℃; for 72h;
DOI:10.1016/j.tet.2012.11.051

Reference yield:

: 911708-91-3
(5R,6R)-6-((2S,4R,E)-4,6-dimethyloct-6-en-2-yl)-5-((trimethylsilyl)oxy)-5,6-dihydro-2H-pyran-2-one

: 303156-68-5
(-)-(S,2E,4E)-((2R,3R)-2-((2S,4R,E)-4,6-dimethyloct-6-en-2-yl)-6-oxo-3,6-dihydro-2H-pyran-3-yl) 8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 94 percent / HCl / tetrahydrofuran; H₂O / 0.42 h / 20 °C

2.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / toluene / 1 h / 20 °C

2.2: 84 percent / DMAP / toluene / 5 h / 20 °C

3.1: 100 percent / (+)-10-camphorsulfonic acid / CH₂Cl₂; methanol / 2 h / 0 °C

With hydrogenchloride; 2,4,6-trichlorobenzoyl chloride; (+)-10-camphorsulfonic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; toluene; 2.2: Yamaguchi coupling;
DOI:10.1021/ja063532+