Futoenone

Base Information

• Chemical Name: Futoenone
• CAS No.: 19913-01-0
• Molecular Formula: C20H20O5
• Molecular Weight: 340.37
• DSSTox Substance ID: DTXSID201107665
• Nikkaji Number: J237.964C
• Wikidata: Q105263128
• Metabolomics Workbench ID: 130068
• ChEMBL ID: CHEMBL295191
• Mol file: 19913-01-0.mol

Synonyms:Futoenone;19913-01-0;(1S,8S,10S,11R)-10-(1,3-benzodioxol-5-yl)-3-methoxy-11-methyl-7-oxatricyclo[6.3.1.01,6]dodeca-2,5-dien-4-one;(-)-Futoenone;D09EUH;CHEMBL295191;SCHEMBL3468519;CHEBI:132647;SXHVHWXETMBKPP-KXXATPMCSA-N;DTXSID201107665;HY-N3914;OAS 1136;BDBM50213210;AKOS032949051;CS-0024447;(2alpha,4alpha,5beta,5aalpha)-4-(1,3-Benzodioxol-5-yl)-2,3,4,5-tetrahydro-7-methoxy-5-methyl-8H-2,5a-methano-1-benzoxepin-8-one;(2R,4R,5S,5aR)-rel-(-)-4-(1,3-benzodioxol-5-yl)-2,3,4,5- tetrahydro-7-methoxy-5-methyl-8H-2,5a-methano-benzoepin-8-one;(2S,4S,5R,5aS)-4-(1,3-Benzodioxol-5-yl)-2,3,4,5-tetrahydro-7-methoxy-5-methyl-8H-2,5a-methano-1-benzoxepin-8-one;(2S,4S,5R,5aS)-4-(2H-1,3-benzodioxol-5-yl)-7-methoxy-5-methyl-2,3,4,5-tetrahydro-8H-2,5a-methano-1-benzoxepin-8-one

Chemical Property of Futoenone

Chemical Property:

• Melting Point: 197℃
• Boiling Point: 522.6±50.0 °C(Predicted)
• PSA: 53.99000
• Density: 1.34±0.1 g/cm3(Predicted)
• LogP: 3.31090
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 340.13107373
• Heavy Atom Count: 25
• Complexity: 653

Purity/Quality:

99% ^*data from raw suppliers

Futoenone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(CC2CC13C=C(C(=O)C=C3O2)OC)C4=CC5=C(C=C4)OCO5
• Isomeric SMILES: C[C@@H]1[C@H](C[C@H]2C[C@@]13C=C(C(=O)C=C3O2)OC)C4=CC5=C(C=C4)OCO5

Technology Process of Futoenone

There total 3 articles about Futoenone 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: 64.0%

2-allyl-4,4,5-trimethoxycyclohexa-2,5-dienone (89067-49-2) + isosafrole (120-58-1) → (+/-)-futoenone (19913-01-0,20156-97-2,90318-81-3,150652-81-6)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at -78 ℃; for 0.166667h;

DOI:10.1021/jo00072a017

Reference yield: 25.0%

2-hydroxy-4,5-dimethoxyallylbenzene (59893-87-7) + (Z)-5-(prop-1-en-1-yl)benzo[d][1,3]dioxole (17627-76-8) → (+/-)-futoenone (19913-01-0,20156-97-2,90318-81-3,150652-81-6) + (1R,5R,6R,7S)-5-Allyl-7-benzo[1,3]dioxol-5-yl-3-methoxy-6-methyl-bicyclo[3.2.1]oct-3-ene-2,8-dione (61240-34-4,64999-17-3,89104-60-9,90082-07-8,90082-09-0,112438-08-1,133319-37-6)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; In acetic acid; trifluoroacetic acid; anodic oxidation;

Reference yield:

2-hydroxy-4,5-dimethoxyallylbenzene (59893-87-7) → (+/-)-futoenone (19913-01-0,20156-97-2,90318-81-3,150652-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: DDQ / 0.75 h / Ambient temperature

2: 64 percent / SnCl₄ / CH₂Cl₂ / 0.17 h / -78 °C

With tin(IV) chloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;

DOI:10.1021/jo00072a017

upstream raw materials:

2-allyl-4,4,5-trimethoxycyclohexa-2,5-dienone

isosafrole

2-hydroxy-4,5-dimethoxyallylbenzene

(Z)-5-(prop-1-en-1-yl)benzo[d][1,3]dioxole