171004-62-9

Usage

IUPAC Nomenclature

2-phenyl-1,5-dioxaspiro[2.4]heptan-4-one

Chemical Structure

Contains a spiro ring system and a phenyl group

Classification

Cyclic ketone with a phenyl substituent

Usage

Commonly used as a building block in the synthesis of various organic compounds and pharmaceutical intermediates

Field of Interest

Organic chemistry

Documentation

Specific uses and potential hazards have not been extensively documented

Research

Further research and investigation into its properties and applications are warranted
Please note that this list is based on the provided material and may not be exhaustive. Further research may reveal additional properties and applications of 1,5-Dioxaspiro[2.4]heptan-4-one,2-phenyl-(9CI).

Upstream product

• 5061-21-2 α-bromo-γ-butyrolactone 
• 100-52-7 benzaldehyde 
• 6285-99-0 (E)-benzylidenedihydro-2(3H)-furanone 
• 160663-34-3 α-chloro-α-formyl-γ-butyrolactone 

Downstream Products

• 905842-21-9 3-benzyl-3-hydroxydihydrofuran-2-one 

Relevant academic research and scientific papers

HIV-1 protease inhibitors with a transition-state mimic comprising a tertiary alcohol: Improved antiviral activity in cells

By a small modification in the core structure of the previously reported series of HIV-1 protease inhibitors that encompasses a tertiary alcohol as part of the transition-state mimicking scaffold, up to 56 times more potent compounds were obtained exhibiting EC50 values down to 3 nM. Three of the inhibitors also displayed excellent activity against selected resistant isolates of HIV-1. The synthesis of 25 new and optically pure HIV-1 protease inhibitors is reported, along with methods for elongation of the inhibitor P1′ side chain using microwave-accelerated, palladium-catalyzed cross-coupling reactions, the biological evaluation, and X-ray data obtained from one of the most potent analogues cocrystallized with both the wild type and the L63P, V82T, I84 V mutant of the HIV-1 protease.

HIV protease inhibitors

Compounds of the formula (I): Wherein R1, R2, X and N are as defined in the specification; E is N, CH; A1 and A" are terminal groups as defined in the specification. The compounds have utility as HIV-I protease inhibitors.

Reactions of α-Chloro- and α,α-dichloro-β-oxoaldehydes with Anionic Nucleophiles

The reaction of α-chloro and α,α-dichloro-β-oxoaldehydes with anionic nucleophiles (NaOH, MeONa, PhONa, MeCOOK) proceeds mainly via haloform splitting with elimination of the formyl group; only with the most nucleophilic sodium methoxide, the reaction at the β-carbon atom partially occurs.The intermediate anions react with benzaldehyde to give difficulty accessible polyfunctional compounds.

A Novel Darzens-Type Reaction Promoted by Tributylstannylcarbamate

Stannylcarbamate 1 proved to be a selective agent for generating organotin(IV) enolates from α-halo ketones.Thus, a Darzens reaction was achieved under mild and neutral conditions.The reaction took place without any side reactions and even with aliphatic α-halo ketones bearing enolizable α'-hydrogens.Various types of α,β-epoxy ketones and esters were obtained in this one-pot reaction.The stereoselectivity of the reaction was influenced by changing the halogen substituent of the α-halo ketones and by additives.Moreover, the present method could be appliedto γ- and δ-halo ketones as enolate precursors, and five- and six-membered cyclic compounds were obtained.