59331-07-6

Basic information

• Product Name: Hinesol
• CAS NO: 59331-07-6
• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.371
• Mol File: 59331-07-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Hinesol(CAS DataBase Reference)
• NIST Chemistry Reference: Hinesol(59331-07-6)
• EPA Substance Registry System: Hinesol(59331-07-6)

Safety Data

• Hazardous Substances Data: 59331-07-6(Hazardous Substances Data)

Upstream product

• 30310-78-2 (3R,5S,8R,10S)-3-(1-Hydroxy-1-methyl-ethyl)-6,10-dimethyl-spiro[4.5]deca-1,6-dien-8-ol 
• 30320-55-9 Acetic acid (3R,5S,8R,10S)-3-(1-hydroxy-1-methyl-ethyl)-6,10-dimethyl-spiro[4.5]deca-1,6-dien-8-yl ester 
• 79265-79-5 (8S,10S,13R)-7,13-Dimethyl-1,4-dithia-dispiro[4.2.4.2]tetradec-6-en-10-ol 
• 79265-78-4 (2S^*,5S^*,10R^*)-2-hydroxy-6,10-dimethylspiro<4.5>dec-6-en-8-one 
• 51388-76-2 (2S^*,5S^*,10R^*)-6,10-dimethylspiro<4.5>dec-6-en-2-ol 
• 40790-56-5 2,6-dimethyl-2-cyclohexen-1-one 
• 75-16-1 methylmagnesium bromide 
• 52528-49-1 methyl (2RS,5R^*,10R^*)-6,10-dimethylspiro<4.5>dec-6-ene-2-carboxylate 
• 917-54-4 methyllithium 
• 34070-38-7 1-Diazo-4-(7,9-dimethyl-1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-butan-2-one 
• 76184-83-3 (2S,3S,3aS,3bS,7R,7aR)-3-Hydroxy-3b,7-dimethyl-5-oxo-octahydro-cyclopenta[1,3]cyclopropa[1,2]benzene-2-carboxylic acid methyl ester 
• 76184-68-4 3-(7,9-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-propionic acid methyl ester 
• 76184-69-5 3-(7,9-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-propionic acid 
• 76184-70-8 3-(7,9-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-propionyl chloride 

Relevant articles and documents

A unified, RCM anchored approach to spiro[4.5]decane-based sesquiterpenoids: Collective synthesis of (±)-α & β-vetispirenes, (±)-β-vetivone, (±)-agarospirol and (±)-hinesol

Collective syntheses of five spiro[4.5]decane framework bearing sesquiterpenoids, namely, α & β-vetispirenes, β-vetivone, agarospirol and hinesol as well as formal synthesis of axenol and gleenol from a readily available precursor cyclohexanone-β-ketoester via the intermediacy of a versatile intermediate (2,10-dimethylspiro[4.5]dec-1-en-6-one) have been accomplished in a concise manner.

Connective synthesis of spirovetivanes: Total synthesis of (±)-agarospirol, (±)-hinesol and (±)-α-vetispirene

A concise, connective synthesis of naturally occurring spirovetivanes 1 and 3, in racemic form, is presented. This novel approach involves the efficient assembly of the advanced intermediate 12 through a unique spiroannulation protocol. Wiley-VCH Verlag GmbH & Co. KGaA1 69451 Weinheim, Germany, 2004.

Synthetic photochemistry. LXVII. A total synthesis of (±)-hinesol and (±)-agarospirol via retro-benzilic acid rearrangement

A mild base-catalyzed retro-benzilic acid rearrangement of a proto-photocycloadduct, formed in highly stereoselective photoaddition of methyl 2,4-dioxopentanoate to 1,5-dimethyl-6-methylene-1-cyclohexene, afforded a spiro[4.5]decenedione derivative. Reductive elimination of the α-dicarbonyl function and C1-homologation furnished (±)-hinesol and (±)-agarospirol.