73046-13-6

Basic information

• Product Name: 1,6-Dioxaspiro[4.5]decane, 7-methyl-
• CAS NO: 73046-13-6
• Molecular Formula: C9H16O2
• Molecular Weight: 156.225
• Mol File: 73046-13-6.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: 1,6-Dioxaspiro[4.5]decane, 7-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-Dioxaspiro[4.5]decane, 7-methyl-(73046-13-6)
• EPA Substance Registry System: 1,6-Dioxaspiro[4.5]decane, 7-methyl-(73046-13-6)

Safety Data

• Hazardous Substances Data: 73046-13-6(Hazardous Substances Data)

Usage

Chemical structure

Spiroketal compound

Explanation

A spiroketal compound is a type of cyclic compound that contains a six-membered ring fused to a five-membered ring. This unique structure gives the compound its specific properties and reactivity.

Explanation

The compound has two oxygen atoms that are part of the cyclic structure, forming a dioxaspiro ring system.

Explanation

Due to its unique structure, 1,6-Dioxaspiro[4.5]decane, 7-methylcan be used as a starting material for the synthesis of various organic compounds.

Explanation

The compound's versatility and unique structure make it a valuable starting material for the development of new drug molecules in the pharmaceutical industry.

Explanation

The compound's unique structure and properties may be utilized in the development of new materials with specific characteristics.

Explanation

1,6-Dioxaspiro[4.5]decane, 7-methylcan be used as a reagent in chemical research to study its reactivity and explore new synthetic pathways.

Explanation

The compound has a methyl group (CH3) attached to the seventh carbon atom in the spiroketal structure, which may influence its reactivity and properties.

Functional groups

Oxygen-containing rings

Application

Building block in organic synthesis

Use in pharmaceutical industry

Synthesis of drug molecules

Potential applications

Development of new materials

Role in chemical research

Reagent

Structural feature

7-methyl substitution

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Relevant articles and documents

A convenient access to thermodynamically nonstabilised spiroketal isomers: The first synthesis of (Z)-7-methyl-1,6-dioxaspiro[4.5]decane

Functionalised hydroxy α-alkynones were transformed to the corresponding spiroketals by a one-pot cascade consisting of palladium-catalysed hydrogenation of the triple bond, hydroxyl group deprotection and spirocyclisation under mild nonacidic conditions. The reaction does not rely upon thermodynamic control to set the configuration of the ketal stereocentre so that both the anomerically stabilised and nonstabilised isomers are similarly accessible.

Lipase mediated resolution of 1,3-butanediol derivatives: Chiral building blocks for pheromone enantiosynthesis. Part 3

(R,S)-1,3-Butanediol 5 was kinetically resolved by enzymatic acetylation with vinyl acetate under the presence of Chirazyme L-2, c-f, yielding (S)-1-O-acetyl-1,3-hydroxybutane 6 and (R)-1,3-di-O-acetyl-1,3-butanediol 7 with enantiomeric excesses of 91% (E = 67.3). Compounds 6 and 7 were easily transformed into the corresponding (S)-3-O-(2-methoxyethoxymethyl)-3-hydroxybutanal 10 and (R)-3-benzyloxybutanal 19, through a protection-deprotection and functional group interchange methodology. Subsequent reaction of 10 and 19 with 3-(methoxycarbonylpropionylmethylene)triphenylphosphorane afforded methyl (E,S)-8-O-(2-methoxyethoxymethyl)-4-oxo-5-nonenoate 12 and (E,R)-8-benzyloxy-4-oxo-5-nonenoate 20. The alkenes 19 and 20 were then catalytically hydrogenated to the corresponding saturated esters 13 and 21. Treatment of 13 and 21 with 1,2-ethanedithiol/F3B·OEt2 afforded dithioketals 14 and 22, which were respectively reduced to (S)-1,8-dihydroxy-4-nonanone ethylidenedithioketal 15 and (R)-8-O-benzyl-1,8-dihydroxy-4-nonanone ethylidenedithioketal 23. Finally, deprotection of 15 by catalytic hydrogenation under acidic conditions gave the expected (5S,7S)-(-)-7-methyl-1,6-dioxaspiro[4.5]decane 1. The (5R,7R)-(+)-1 enantiomer was analogously prepared from 23. Both compounds were formed by this procedure with an e.e. of 91%.

A Modified Synthesis of (+/-)-(E)-7-Methyl-1,6-dioxaspirodecane

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