1025829-56-4

Basic information

• Product Name: {(2S,4R,5S)-2,4,5-Trimethyl-5-[2-(2-nitro-phenylselanyl)-ethyl]-tetrahydro-furan-2-yl}-acetic acid ethyl ester
• CAS NO: 1025829-56-4
• Molecular Weight: 428.387
• Mol File: 1025829-56-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: {(2S,4R,5S)-2,4,5-Trimethyl-5-[2-(2-nitro-phenylselanyl)-ethyl]-tetrahydro-furan-2-yl}-acetic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: {(2S,4R,5S)-2,4,5-Trimethyl-5-[2-(2-nitro-phenylselanyl)-ethyl]-tetrahydro-furan-2-yl}-acetic acid ethyl ester(1025829-56-4)
• EPA Substance Registry System: {(2S,4R,5S)-2,4,5-Trimethyl-5-[2-(2-nitro-phenylselanyl)-ethyl]-tetrahydro-furan-2-yl}-acetic acid ethyl ester(1025829-56-4)

Safety Data

• Hazardous Substances Data: 1025829-56-4(Hazardous Substances Data)

Upstream product

• 51694-22-5 ortho-nitrophenyl selenocyanate 
• 245436-04-8 (2S,3R,5S)-5-(ethoxycarbonylmethyl)-2-(2-hydroxyethyl)-2,3,5-trimethyltetrahydrofuran 

Relevant articles and documents

Enantiospecific Synthesis of (+)-Nemorensic Acid, a Necic Acid Component of the Macropyrrolizidine Alkaloid, Nemorensine

A concise enantiospecific synthesis of nemorensic acid 3, a necic acid component of the macropyrrolizidine alkaloid nemorensine 2, isolated from Senecio nemorensis L., is described. Reaction of an ∈-halo-α,β-unsaturated ester (8), readily accessible from a monoterpene (-)-carvone, with samarium iodide gave a fragmentation product (9), where a carbon-carbon bond cleavage reaction occurred between the γ and δ positions of the carbonyl group, regioselectively. Deprotection of the silyl group of 9 brought about an intramolecular cyclization to provide tetrahydrofuran derivatives (10), which, upon chemical modification of the side chain, gave nemorensic acid.