5771-32-4

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
Spiro[2.4]heptan-7-one is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its unique structure allows for the development of new and effective compounds for these industries.
Used in Flavor and Fragrance Industry:
Spiro[2.4]heptan-7-one is used as a flavor and fragrance ingredient in the food and beverage industry. Its unique properties contribute to the creation of distinct and appealing tastes and scents for various products.

InChI:InChI=1/C10H17N5O3/c11-9-8(13-18-14-9)10(16)12-2-1-3-15-4-6-17-7-5-15/h1-7H2,(H2,11,14)(H,12,16)

Upstream product

• 6749-50-4 spiro<2,4>heptan-4-ol 
• 694-28-0 2-chlorocyclopentanone 
• 70775-39-2 dimethylsulfoxonium methylide 
• 1191-95-3 cyclobutanone 
• 54022-19-4 diazocyclopropane 
• 10575-90-3 N-nitroso-N-cyclopropylurea 
• 89892-90-0 2-(β-bromoethyl)cyclopentanone 
• 933-34-6 2,2-bis(bromomethyl)cyclopentan-1-one 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 106-93-4 ethylene dibromide 
• 1194-31-6 2,2-bis(hydroxymethyl)cyclopentan-1-one 
• 33229-08-2 2-(β-bromoethyl)-2-carboethoxycyclopentanone 
• 120-92-3 cyclopentanone 
• 1106-21-4 2,2-Bis-tosyloxymethyl-cyclopentan-1-on 

Downstream Products

• 106422-06-4 5-benzylidene-spiro[2.4]heptan-4-one 
• 52708-23-3 Spiro<2.4>hept-4-en 
• 5771-41-5 5,5-Bis-tosyloxymethyl-spiro<2.4>heptan-4-on 
• 6749-50-4 spiro<2,4>heptan-4-ol 
• 93069-40-0 5-phenylthiospiro<2.4>hept-5-en-4-one 
• 93069-43-3 5-phenylthio-6-<3-tert-butyldimethylsilyloxy-(E)-1-octenyl>-spiro<2.4>heptan-4-one 

Relevant academic research and scientific papers

RESIST COMPOSITION, METHOD OF FORMING RESIST PATTERN, POLYMERIC COMPOUND, AND COMPOUND

A resist composition including a resin component having a structural unit derived form a compound represented by formula (a0-1) (in the formula, W represents a polymerizable group-containing group; Ra01 is a group which is bonded to Ra03 to form an aliphatic cyclic group, or bonded to Ra04 to form an aliphatic cyclic group; Ra02 represents a hydrocarbon group which may have a substituent; Ra03 is a hydrogen atom or a monovalent organic group in the case where Ra01 is not bonded thereto; Ra04 is a hydrogen atom or a monovalent organic group in the case where Ra01 is not bonded thereto; and Ra05 to Ra07 each independently represents a hydrogen atom or a monovalent organic group).

Discovery of Novel 1-Cyclopentenyl-3-phenylureas as Selective, Brain Penetrant, and Orally Bioavailable CXCR2 Antagonists

CXCR2 has emerged as a therapeutic target for not only peripheral inflammatory diseases but also neurological abnormalities in the central nervous system (CNS). Herein, we describe the discovery of a novel 1-cyclopentenyl-3-phenylurea series as potent and CNS penetrant CXCR2 antagonists. Extensive SAR studies, wherein molecules' property forecast index (PFI) was carefully optimized for overall balanced developability profiles, led to the discovery of the advanced lead compound 68 with a desirable PFI. Compound 68 demonstrated good in vitro pharmacology with excellent selectivity over CXCR1 and other chemokine receptors. Rat and dog pharmacokinetics (PK) revealed good oral bioavailability, high oral exposure, and desirable elimination half-life of the compound in both species. In addition, the compound demonstrated dose-dependent efficacy in the in vivo pharmacology neutrophil infiltration "air pouch" model in rodents after oral administration. Further, compound 68 is a CNS penetrant molecule with high unbound fraction in brain tissue.

Synthesis of gem-dinitro compounds with a three-membered cycle

A reaction was studied between nitrogen pentoxide in chloroform and oximes of cyclic ketones, derivatives of bicyclo[3.1.0]hexane, bicyclo[4.1.0]heptane, spiro[2.4]heptane, spiro[2.5]octane, resulting in the corresponding gem-dinitro compounds.

Preparation of Spirocyclic Cyclopropyl Ketones through Condensation of Epoxides with β-Keto Phosphonates

The β-keto phosphonate derivatives of several cyclic ketones have been shown to undergo condensation with epoxides upon treatment with base, affording spirocyclic cyclopropyl ketones.Moderate to reasonable yields were obtained under sealed tube conditions

Synthons for Syntheses of Spiroheptane Analogues of Prostaglandins

Methods for the preparation of synthons for syntheses of spiroheptane analogues of prostaglandins are described.Two of them (1a and 1b) enable the syntheses of 11-deoxy-type compounds and were prepared from spiroheptan-4-one (3) which after transformation into the 5-phenylthio-α, β-unsaturated ketone 5 was subjected to conjugate addition of organocuprate reagent 6.The third synthon (2) - a potential intermediate in syntheses of complete spiroheptane analogues of prostaglandins-was prepared from the bicyclic ketone 10 by Baeyer-Villiger oxidation follo wed by epoxidation. - Keywords: Prostaglandin analogues; Spiroheptan-4-ones; 2H-Cyclopentafuran-2-ones; Desulfurization; Conjugate addition of cuprate

Polyspiranes, 6. Attempted Direct Homologation of Trispirodecan-10-one and 10-(Benzenesulfonimido>trispirodecane with Diazocyclopropane

The reaction of the ketone 1, m = 0, with diazocyclopropane proceeds predominantly to the spiroalkylation product 9, m = 0, with a minor amount of the homologation product 1, m = 1.The use of the sulfonimide 23 significantly increases the yield of 1, m =

A New Spiro-annelation Procedure: Intramolecular Decarboxylative Alkylation of β-Keto-esters

A new intramolecular decarboxylative alkylation route to spirocyclic ketones, and its application to the synthesis of (+/-)-β-vetivone and (+/-)-β-vetispirene are described.