5352-72-7

Basic information

• Product Name: paraconic acid
• Synonyms: itamalic acid γ-lactone;paraconic acid;tetrahydro-5-oxo-3-furancarboxylic acid
• CAS NO: 5352-72-7
• Molecular Formula: C₅H₆O₄
• Molecular Weight: 354.84836
• Mol File: 5352-72-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 578.8°Cat760mmHg
• Flash Point: 303.8°C
• Appearance: /
• Density: 1.315g/cm³
• Vapor Pressure: 3.08E-14mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: paraconic acid(CAS DataBase Reference)
• NIST Chemistry Reference: paraconic acid(5352-72-7)
• EPA Substance Registry System: paraconic acid(5352-72-7)

Safety Data

• Hazardous Substances Data: 5352-72-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H19ClO4S/c18-16-8-6-15(7-9-16)12-23(20,21)13-17(19)11-22-10-14-4-2-1-3-5-14/h1-9,17,19H,10-13H2

Upstream product

• 121232-86-8 2-(acetoxymethyl)succinic acid 
• 5204-91-1 methyl 5-oxotetrahydro-3-furancarboxylate 
• 68844-05-3 4-phenyldihydrofuran-2-one 
• 681179-33-9 ethyl (+)-(R)-5-oxotetrahydro-3-furancarboxylate 
• 5204-92-2 ethyl 5-oxotetrahydro-3-furancarboxylate 
• 107080-45-5 (S)-(+)-β-vinyl-γ-butyrolactone 
• 1052213-48-5 (S)-4-benzyl-3-((R)-5-oxotetrahydrofuran-3-carbonyl)oxazolidin-2-one 

Downstream Products

• 51311-41-2 (3S)-(-)-2-(6-methylheptanoyl)-3-hydroxymethyl-4-butanolide 
• 88557-20-4 (R)-3-p-tosyloxymethyl-4-butanolide 
• 65284-00-6 (R)-3-methyl-γ-butyrolactone 

Relevant articles and documents

Asymmetric Conjugate Addition of Chiral Secondary Borylalkyl Copper Species

We report the diastereo- and enantioselective conjugate addition of chiral secondary borylalkyl copper species derived from borylalkenes in situ to α,β-unsaturated diesters. In the presence of a chiral bisphosphine-ligated CuH catalyst, the conjugate addition provides a direct access to enantioenriched alkylboron compounds containing two contiguous carbon stereogenic centers in good yield with high diastereo- and enantioselectivity (up to >98:2 dr, >99:1 er) by assembling readily available starting alkenyl reagents in a single operation without using preformed organometallic reagents or chiral auxiliaries. The resulting products were used in various organic transformations. The utility of the synthetic approach was highlighted by the synthesis of (?)-phaseolinic acid.

NON-STEROIDAL GLUCOCORTICOID RECEPTOR MODULATORS FOR LOCAL DRUG DELIVERY

The present invention relates to a compound according to formula (I) wherein R1 is selected from the group consisting of 5- and 6- membered heteroaryl, (C1- C6)alkyl, (C3-C6)cycloalkyl, (4-6)-membered heterocycloalkyl and phenyl; R2 is selected from (C1-C3)alkyl and halo(C1-C3)alkyl; R3 is selected from phenyl, 5-membered heteroaryl and 6-membered heteroaryl; R4 is selected from hydrogen, halogen, (C1- C4)alkyl and halo(C1-C4)alkyl; X1 is selected from CH, C(Rb) and N, X2 is selected from CH and N; Y is selected from -NH- and -O-; m is 0 or 1; n is 0 or 1; L represents a bond, -O-, -NH- or -N(RC)-; or pharmaceutically acceptable salts, hydrates, or solvates thereof. The invention relates further to intermediates for the preparation of said compounds, to said compounds for use in therapy, to pharmaceutical compositions comprising said compounds, to methods of treating diseases with said compounds, and to the use of said compounds in the manufacture of medicaments.

Formation of γ-lactones through CAN-mediated oxidative cleavage of hemiketals

(Chemical Equation Presented) The generation of substituted γ-lactones can be accomplished through application of a tandem chain extension-aldol reaction, followed by CAN-mediated oxidative cleavage of the aldol product. The oxidative cleavage requires the intermediacy of a hemiketal and the presence of an α-heteroatom. Formation of the γ-lactone through the oxidative cleavage is used to assign stereochemistry of the aldol reaction and as the final step in a short synthesis of members of the phaseolinic acid family of natural products.