178327-17-8

Basic information

• Product Name: [3(2S,4R),4S]-3-(2-allyl-3-hydroxypent-4-enoyl)-4-benzyloxazolidin-2-one
• Synonyms: [3(2S,4R),4S]-3-(2-allyl-3-hydroxypent-4-enoyl)-4-benzyloxazolidin-2-one
• CAS NO: 178327-17-8
• Molecular Weight: 315.369
• Mol File: 178327-17-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: [3(2S,4R),4S]-3-(2-allyl-3-hydroxypent-4-enoyl)-4-benzyloxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: [3(2S,4R),4S]-3-(2-allyl-3-hydroxypent-4-enoyl)-4-benzyloxazolidin-2-one(178327-17-8)
• EPA Substance Registry System: [3(2S,4R),4S]-3-(2-allyl-3-hydroxypent-4-enoyl)-4-benzyloxazolidin-2-one(178327-17-8)

Safety Data

• Hazardous Substances Data: 178327-17-8(Hazardous Substances Data)

Upstream product

• 178327-16-7 C₄H₇CO₂COC₄H₉ 
• 104266-88-8 (4S)-4-benzyl-3-pent-4-enoyl-1,3-oxazolidin-2-one 
• 107-02-8 acrolein 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 591-80-0 pent-4-enoic acid 

Downstream Products

• 178327-18-9 [3(1R,2R),4S]-4-benzyl-3-(2-hydroxycyclopent-3-enecarbonyl)oxazolidin-2-one 
• 136522-33-3 (1S,4R)-4-[2-amino-6-chloro-9H-purin-9-yl]-2-cyclopentene-1-methanol 
• 136470-78-5 abacavir 

Relevant articles and documents

An efficient, general asymmetric synthesis of carbocyclic nucleosides: Application of an asymmetric aldol/ring-closing metathesis strategy

A general and efficient synthesis of carbocyclic and hexenopyranosyl nucleosides has been developed. The strategy combines three key transformations: an asymmetric aldol addition to establish the relative and absolute configuration of the pseudosugar, a ring-closing metathesis to construct the pseudosugar ring, and a Trost-type palladium(0)-mediated substitution to assemble the pseudosugar and the aromatic base. Carbovir, abacavir, and their 2'-methyl derivatives as well as hexenopyranosyl nucleoside analogues have been prepared by this sequence.