75265-67-7

Basic information

• Product Name: Allyl 2-oxocyclopentanecarboxylate
• Synonyms: Allyl 2-oxocyclopentanecarboxylate;2-(2-Propenyloxycarbonyl) cyclopentanone;2-Oxocyclopentanecarboxylic acid 2-propenyl ester
• CAS NO: 75265-67-7
• Molecular Formula: C₉H₁₂O₃
• Molecular Weight: 168.191
• Mol File: 75265-67-7.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 259.5°C at 760 mmHg
• Flash Point: 110.1°C
• Appearance: /
• Density: 1.114
• Vapor Pressure: 0.0129mmHg at 25°C
• Refractive Index: 1.483
• CAS DataBase Reference: Allyl 2-oxocyclopentanecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Allyl 2-oxocyclopentanecarboxylate(75265-67-7)
• EPA Substance Registry System: Allyl 2-oxocyclopentanecarboxylate(75265-67-7)

Safety Data

• Hazardous Substances Data: 75265-67-7(Hazardous Substances Data)

Usage

General Description

Allyl 2-oxocyclopentanecarboxylate is a chemical compound with the molecular formula C8H10O3. It is a clear, colorless liquid with a faint odor, and is commonly used in the production of perfumes, flavors, and other fragrance products. Allyl 2-oxocyclopentanecarboxylate is also utilized as a chemical intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is considered to be relatively stable under normal conditions, but may react with strong acids, bases, and oxidizing agents. Additionally, it is important to handle this compound with proper protective equipment and follow appropriate safety precautions due to its potential hazards. Overall, Allyl 2-oxocyclopentanecarboxylate is a versatile chemical with various industrial applications.

InChI:InChI=1/C9H12O3/c1-2-6-12-9(11)7-4-3-5-8(7)10/h2,7H,1,3-6H2

Upstream product

• 2998-04-1 diallyl adipate 
• 107-18-6 allyl alcohol 
• 10472-24-9 methyl 2-oxocyclopentane-1-carboxylate 
• 1460-08-8 2-diazocyclohexane-1,3-dione 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 936-52-7 1-(N-morpholino)cyclopent-1-ene 
• 2937-50-0 Allyl chloroformate 
• 106-95-6 allyl bromide 
• 124-04-9 Adipic acid 

Downstream Products

• 4724-62-3 9-Oxo-11-ethyl-1,2-dihydro-pyrrol<3,2,1-ij>decahydrochinolin 
• 106379-02-6 2-allyl-2-phenylcyclopentanone 

Relevant articles and documents

Discovery of N-Substituted 3-Amino-4-(3-boronopropyl)pyrrolidine-3-carboxylic Acids as Highly Potent Third-Generation Inhibitors of Human Arginase i and II

Recent efforts to identify new highly potent arginase inhibitors have resulted in the discovery of a novel family of (3R,4S)-3-amino-4-(3-boronopropyl)pyrrolidine-3-carboxylic acid analogues with up to a 1000-fold increase in potency relative to the current standards, 2-amino-6-boronohexanoic acid (ABH) and N-hydroxy-nor-l-arginine (nor-NOHA). The lead candidate, with an N-2-amino-3-phenylpropyl substituent (NED-3238), example 43, inhibits arginase I and II with IC50 values of 1.3 and 8.1 nM, respectively. Herein, we report the design, synthesis, and structure-activity relationships for this novel series of inhibitors, along with X-ray crystallographic data for selected examples bound to human arginase II.

An enantioselective total synthesis of (-)-isoschizogamine

A concise enantioselective total synthesis of (-)-isoschizogamine, a complex bridged polycyclic monoterpene indole alkaloid, was accomplished. N-Alkylation of an enantio-enriched imine with an alkyl iodide afforded an iminium salt, which, upon heating by microwave irradiation in the presence of pivalic acid, was converted into the hexacyclic structure of natural product by a complex but ordered domino sequence. The one-pot process leading to the formation of one C-C bond and three C-N bonds created three rings and three contiguous stereogenic centers with complete control of both the relative and absolute stereochemistry. Mix and go: Simply heating the alkyl iodide 1 and imine 2 afforded the hexacyclic compound 3, which was subsequently converted, in one step, into (-)-isoschizogamine. Pivalic acid is the only reagent needed to promote this complex yet ordered domino sequence creating three rings and three contiguous stereogenic centers with complete control of both the relative and absolute stereochemistry.

RING CONSTRAINED ANALOGS AS ARGINASE INHIBITORS

The inventive boronic acid analogs are potent inhibitors of Arginase I and II activity. These compounds are candidate therapeutics for treating a disease or disorder associated with an imbalance in the activity or concentration of cellular arginase I and