33118-34-2

Basic information

• Product Name: POLYGODIAL
• Synonyms: Ccris 1712
• CAS NO: 33118-34-2
• Molecular Formula: C15H22O2
• Molecular Weight: 234.337
• Mol File: 33118-34-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 330.7°Cat760mmHg
• Flash Point: 124°C
• Appearance: /
• Density: 1.084g/cm³
• Vapor Pressure: 0.000163mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: POLYGODIAL(CAS DataBase Reference)
• NIST Chemistry Reference: POLYGODIAL(33118-34-2)
• EPA Substance Registry System: POLYGODIAL(33118-34-2)

Safety Data

• Hazardous Substances Data: 33118-34-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H22O2/c1-14(2)7-4-8-15(3)12(10-17)11(9-16)5-6-13(14)15/h5,9-10,12-13H,4,6-8H2,1-3H3/t12-,13-,15+/m1/s1

Upstream product

• 22567-27-7 (4aRS,5SR,8aRS)-<1,2,3,4,5,8,8a-octahydro-6-(hydroxymethyl)-1,1,4a-trimethylnaphthalen-5-yl>methanol 
• 79801-45-9 2-(1,3-dioxolan-2-yl)-1,4,4aα,5,6,7,8,8a-octahydro-5,5,8aβ-trimethylnaphthalene-1β-corboxaldehyde 
• 5293-90-3 1,3,3-trimethyl-2-vinylcyclohexene 
• 432-25-7 2,6,6-trimethylcyclohex-1-enecarbaldehyde 
• 71557-96-5 dimethyl 3,5,6,7,8,8a-hexahydro-5,5,8a-trimethylnaphthalene-1,2-dicarboxylate 
• 71558-02-6 4,4,8a-trimethyl-7,8-dicarbomethoxy-trans-octahydronaphthalene 
• 56666-26-3 3-(hydroxymethylene)-3,4,4a,5,6,7,8,8a-octahydro-4aβ,8,8-trimethylnaohthalene-23(1H)-one 
• 112320-78-2 2-formyl-1,4,4aα,5,6,7,8,8aα-octahydro-5,5,8aβ-trimethylnaphthalene-1α-carbonitrile 
• 112320-75-9 2-(hydroxymethylene)-5,5,8aβ-trimethyl-trans-perhydro-3-oxonaphthalene-1α-carbonitrile 
• 112320-79-3 2-(1,3-dioxolan-2-yl)-1,4,4aα,5,6,7,8,8a-octahydro-5,5,8aβ-trimethylnaphthalene-1α-carbonitril 
• 112320-77-1 2(E)-<(butylthio)methylene>-5,5,8aβ-trimethyl-trans-perhydro-3-oxonaphthalene-1α-carbonitrile 
• 56666-27-4 3,4,4aα,5,6,7,8,8aβ-octahydro-5,5,8aβ-trimethyl-3-oxonaphthalene-2-carboxaldehyde 
• 71493-15-7 2-(1,3-dioxolan-2-yl)-1,4,4aα,5,6,7,8,8a-octahydro-5,5,8aβ-trimethylnaphthalene-1α-corboxaldehyde 
• 87570-43-2 1-(2,6,6-Trimethyl-cyclohex-1-enyl)-2-trimethylsilanyl-ethanol 

Downstream Products

• 71536-99-7 isotadeonal 
• 5956-39-8 (1R,4aR,8aS)-5,5,8a-Trimethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-1,2-dicarbaldehyde 

Relevant articles and documents

A new stereoselective approach for the total synthesis of (±)-isotadeonal, (±)-polygodial, (±)-warburganal, and (±)-muzigadial

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SYNTHESE TOTALE DU (+/-)POLIGODIAL, DE LA DRIMENINE ET DE COMPOSES APPARENTES A JONCTION DE CYCLE cis ET trans

Isomerization by base under kinetic or thermodynamic control of the Diels-Alder adduct of 1,3,3-trimethyl-2-vinyl-1-cyclohexene with dimethyl acetylene dicarboxylate leads to two isomers which, after catalytic hydrogenation, give in high yield starting materials for synthesis of trans and cis drimanes.A short total synthesis of (+/-)-polygodial and (+/-)-drimenine from one of these isomers is desribed.

EFFICIENT TOTAL SYNTHESES OF POLYGODIAL AND DRIMENIN.

A short and stereoselective total synthesis of (+/-) polygodial and drimenin is presented.The efficiency of the synthesis is due to the easy access to intermediate diol 4 and its successful direct oxidation into polygodial.