124753-55-5

Basic information

• Product Name: IM 2 autoregulator
• Synonyms: IM 2 autoregulator
• CAS NO: 124753-55-5
• Molecular Formula: C₉H₁₆O₄
• Molecular Weight: 188.22094
• Mol File: 124753-55-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 311.2°C at 760 mmHg
• Flash Point: 134.5°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 5.09E-05mmHg at 25°C
• Refractive Index: 1.465
• CAS DataBase Reference: IM 2 autoregulator(CAS DataBase Reference)
• NIST Chemistry Reference: IM 2 autoregulator(124753-55-5)
• EPA Substance Registry System: IM 2 autoregulator(124753-55-5)

Safety Data

• Hazardous Substances Data: 124753-55-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H16O3/c1-3-4-7(10)8-6(2)5-12-9(8)11/h6-8,10H,3-5H2,1-2H3

Upstream product

• 85701-08-2 (R)-4-(hydroxymethyl)dihydrofuran-2(3H)-one 
• 4694-66-0 (-)-(S)-5-oxotetrahydro-3-furancarboxylic acid 

Relevant articles and documents

Enzymatic Resolutionof 2-Acyl-3-hydroxymethyl-4-butanolide and Preparation of Optically Active IM-2, the Autoregulator from Streptomyces sp. FRI-5

Racemic 2-acyl-3-hydroxymethyl-4-butanolides were resolved through a lipase-catalyzed acylation with acetic anhydride.Optically active forms of 2-butyryl-3-hydroxymethyl-4-butanolide 14 obtained were used to prepare enantiomers of IM-2 10, the autoregulator from Streptomyces sp.FRI-5.The absolute configuration of IM-2 was deduced to be (2R,3R,6R).

Organocatalytic approach for short asymmetric synthesis of (r)-paraconyl alcohol: Application to the total syntheses of IM-2, SCB2, and a-factor γ-butyrolactone autoregulators

(R)-Paraconyl alcohol is found to be a key intermediate for the syntheses of many γ-butyrolactone autoregulators. The chiral auxiliary approach and enzymatic resolution are the two common strategies employed so far in the literature for the asymmetric syn