124499-35-0

Basic information

• Product Name: 2-(1,4-dioxaspiro[4.5]decan-8-ylidene)acetonitrile
• Synonyms: 2-(1,4-dioxaspiro[4.5]decan-8-ylidene)acetonitrile;2-(1,4-dioxaspiro[4.5]dec-8-ylidene)Acetonitrile;(1,4-Dioxa-spiro[4.5]dec-8-ylidene)-acetonitrile
• CAS NO: 124499-35-0
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.21572
• Mol File: 124499-35-0.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(1,4-dioxaspiro[4.5]decan-8-ylidene)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1,4-dioxaspiro[4.5]decan-8-ylidene)acetonitrile(124499-35-0)
• EPA Substance Registry System: 2-(1,4-dioxaspiro[4.5]decan-8-ylidene)acetonitrile(124499-35-0)

Safety Data

• Hazardous Substances Data: 124499-35-0(Hazardous Substances Data)

Usage

General Description

2-(1,4-dioxaspiro[4.5]decan-8-ylidene)acetonitrile is a chemical compound with the molecular formula C11H13NO2. It is a spiroketal derivative and is commonly used as an intermediate in the synthesis of pharmaceuticals and organic compounds. 2-(1,4-dioxaspiro[4.5]decan-8-ylidene)acetonitrile has an acetonitrile functional group, which makes it useful in organic synthesis for the formation of other compounds. It is also known for its potential application as a building block in the preparation of various bioactive molecules. The compound is considered to be a valuable intermediate in the chemical industry due to its diverse application in the synthesis of complex organic molecules.

Upstream product

• 4746-97-8 cyclohexanedione monoethylene ketal 
• 2537-48-6 diethyl 1-cyanomethylphosphonate 

Downstream Products

• 124499-37-2 1,4-dioxaspiro[4.5]dec-8-yl acetonitrile 
• 86428-59-3 4-(2-oxopropyl)cyclohexan-1-one 
• 143366-40-9 4-(2-Oxo-hexyl)-cyclohexanone 
• 143366-39-6 4-(2-Oxo-2-phenyl-ethyl)-cyclohexanone 

Relevant articles and documents

Beyond Chemoselectivity: Catalytic Site-Selective Aldolization of Diketones and Exploitation for Enantioselective Alzheimer's Drug Candidate Synthesis

Site selectivity, differentiating instances of the same functional group type on one substrate, represents a forward-looking theme within chemistry: reduced dependence on protection/deprotection protocols for increased overall yield and step-efficiency. Despite these potential benefits and the expanded tactical advantages afforded to synthetic design, site selectivity remains elusive and especially so for ketone-based substrates. Herein, site-selective intermolecular mono-aldolization has been demonstrated for an array of prochiral 4-keto-substituted cyclohexanones with concomitant regio-, diastereo-, and enantiocontrol. Importantly, the aldol products allow rapid access to molecularly complex ketolactones or keto-1,3-diols, respectively containing three and four stereogenic centers. The reaction conditions are of immediate practical value and general enough to be applicable to other reaction types. These findings are applied in the first enantioselective, formal, synthesis of a leading Alzheimer's research drug, a γ-secretase modulator (GSM), in the highest known yield.

Discovery and optimization of piperidyl benzamide derivatives as a novel class of 11β-HSD1 inhibitors

Discovery and optimization of a piperidyl benzamide series of 11β-HSD1 inhibitors is described. This series was derived from a cyclohexyl benzamide lead structures to address PXR selectivity, high non-specific protein binding, poor solubility, limited in

Synthesis of 3- and 4-Substituted Cyclic α-Amino Acids Structurally Related to ACPD

The preparation of 3-substituted cyclopentanones 12-16, 4-substituted cyclohexanones 23-28 and cycloheptanones 38-41 is described.Substituents in the cycloalkanones are carboxylate, phosphonate or tetrazole groups, separated from the ring by a 0, 1, 2, or 3 carbon atoms chain.These cycloalkanones have been transformed into α-amino acids 9-11 by hydrolysis of the corresponding hydantoin derivatives 21, 37 and 62, obtained under Bucherer-Bergs reaction conditions.