(-)-Frontalin

Base Information

Chemical Name:(-)-Frontalin
CAS No.:57917-96-1
Molecular Formula:C8H14O2
Molecular Weight:142.198
Hs Code.:
UNII:S565AP595Q,RGH1H6N0KJ
Nikkaji Number:J471.611F

Synonyms:(+)-Frontalin;(-)-Frontalin;57917-96-1;(+/-)-Frontalin;Frontalin, (+)-;(R)-(+)-Frontalin;Frontalin, (+/-)-;RGH1H6N0KJ;S565AP595Q;(1R,5S)-1,5-DIMETHYL-6,8-DIOXABICYCLO[3.2.1]OCTANE;(1R,5S)-1,5-Dimethyl-6,8-dioxabicyclo(3.2.1)octane;6,8-Dioxabicyclo(3.2.1)octane, 1,5-dimethyl-, (+/-)-;6,8-Dioxabicyclo(3.2.1)octane, 1,5-dimethyl-, (1R,5S)-;(S)-(-)-Frontalin;UNII-RGH1H6N0KJ;UNII-S565AP595Q;AKOS006278220

Suppliers and Price of (-)-Frontalin

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
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price

Total 0 raw suppliers

Chemical Property of (-)-Frontalin

Chemical Property:

PSA：18.46000
LogP:1.69200
XLogP3:1.1
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:0
Exact Mass:142.099379685
Heavy Atom Count:10
Complexity:157

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC12CCCC(O1)(OC2)C
Isomeric SMILES:C[C@]12CCC[C@](O1)(OC2)C

Technology Process of (-)-Frontalin

There total 3 articles about (-)-Frontalin 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:

: 246236-99-7
N-[4-((E)-(R)-2-Hydroxy-2-methyl-6-oxo-hept-4-enyloxymethyl)-phenyl]-acetamide

: 57917-96-1
(+)-1R,5S-1,5-Dimethyl-6,8-dioxabicyclo[3.2.1]octane

: 103-89-9
4-Methylacetanilide

Guidance literature:: With hydrogen; palladium dihydroxide; In methanol; for 2h; Title compound not separated from byproducts;
DOI:10.1021/ja991507g

Reference yield:

: 29021-98-5
3-(2-methyl-[1,3]dioxolan-2-yl)-propan-1-ol

: 28401-39-0,57917-96-1,60478-96-8,84024-93-1
1,5-Dimethyl-6,8-dioxabicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 8 steps

1: 86 percent / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 0.75 h / 25 °C

2: 1.) sodium hydride / 1.) ether, 25 deg C, 45 min, 2.) 3 h

3: 98 percent / hydrogen / 5percent Pd-C / methanol / 12 h / 25 °C

4: 93 percent / lithium aluminum hydride / diethyl ether / 2 h / 0 °C

5: 95 percent / pyridine

6: 1.) sodium iodide, 2.) DBU / 1.) DMF, 50 deg C, 3.5 h, 2.) 80 deg C, 3.5 h

7: 95 percent / m-chloroperbenzoic acid

8: 69 percent / 2M sulfuric acid / tetrahydrofuran / 5 h / 25 °C

With pyridine; lithium aluminium tetrahydride; sulfuric acid; hydrogen; sodium acetate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

Reference yield:

: 21889-88-3
hept-6-en-2-one

: 28401-39-0,57917-96-1,60478-96-8,84024-93-1
1,5-Dimethyl-6,8-dioxabicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 3 steps

1: 55 percent / (CH₃)3SO⁽¹⁺⁾*I^(1-), NaH / dimethylsulfoxide / 1 h / 60 °C

2: 5percent H₂SO₄ / tetrahydrofuran

3: 50 percent / copper(II)chloride / palladium chloride / 1,2-dimethoxy-ethane

With sulfuric acid; trimethylsulfoxonium iodide; sodium hydride; copper dichloride; palladium dichloride; In tetrahydrofuran; 1,2-dimethoxyethane; dimethyl sulfoxide;
DOI:10.1246/cl.1985.1849