503605-20-7

Basic information

• Product Name: 3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (9CI)
• Synonyms: 3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (9CI)
• CAS NO: 503605-20-7
• Molecular Formula: C8H10O3
• Molecular Weight: 154.1632
• Product Categories: ALDEHYDE
• Mol File: 503605-20-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (9CI)(503605-20-7)
• EPA Substance Registry System: 3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (9CI)(503605-20-7)

Safety Data

• Hazardous Substances Data: 503605-20-7(Hazardous Substances Data)

Upstream product

• 611-13-2 2-furoic acid methyl ester 
• 302349-65-1 (1S,5S,6S)-(-)-2-oxabicyclo[3.1.0]hex-3-ene-3,6-dicarboxylic acid 6-ethyl ester 3-methyl ester 
• 343984-02-1 (1S,2S,3S)-(-)-oxalic acid 2-ethoxycarbonyl-3-formylcyclopropyl ester methyl ester 
• 762-72-1 allyl-trimethyl-silane 

Relevant articles and documents

Enantioselective synthesis of paraconic acids

The development of a new method for the enantioselective synthesis of disubstituted γ-butyrolactones is reported. Based on this strategy, the total synthesis of three paraconic acids, that is (-)-roccellaric acid, (-)-nephrosteranic acid and (-)-protopraesorediosic acid, and the formal total synthesis of (-)-methylenolactocin and (-)-protolichesterinic acid is described, which are important because of their antibiotic and antitumor properties. Key steps of the synthesis are copper(i)-catalyzed asymmetric cyclopropanations of furans, highly diastereoselective Sakurai allylations, Lewis acid or Lewis base catalyzed retroaldol/lactonization cascades, and ruthenium(i)-catalyzed, intermolecular cross metathesis reactions.

Facile asymmetric synthesis of the core nuclei of xanthanolides, guaianolides, and eudesmanolides

(Matrix presented). Bicyclic and tricyclic γ-butyrolactones with 5,7-, 5,6,5-, 5,6,6-, or 5,7,5-fused ring systems, being found in xanthanolides, eudesmanolides, and guaianolides, were readily synthesized from methyl furan-2-carboxylic acid. Key steps wer