229174-01-0

Basic information

• Product Name: (2R,3S)-2-<2-(benzyloxy)ethyl>-3-(6-chloro-9H-purin-9-yl)oxolane
• CAS NO: 229174-01-0
• Molecular Weight: 358.827
• Mol File: 229174-01-0.mol

Chemical Properties

• CAS DataBase Reference: (2R,3S)-2-<2-(benzyloxy)ethyl>-3-(6-chloro-9H-purin-9-yl)oxolane(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-2-<2-(benzyloxy)ethyl>-3-(6-chloro-9H-purin-9-yl)oxolane(229174-01-0)
• EPA Substance Registry System: (2R,3S)-2-<2-(benzyloxy)ethyl>-3-(6-chloro-9H-purin-9-yl)oxolane(229174-01-0)

Safety Data

• Hazardous Substances Data: 229174-01-0(Hazardous Substances Data)

Upstream product

• 299417-12-2 (2R,3S)-2-(2-Benzyloxy-ethyl)-tetrahydro-furan-3-ylamine 
• 133038-97-8 [(2R,3S)-3-(Trityl-amino)-tetrahydro-furan-2-yl]-acetic acid 
• 100-39-0 benzyl bromide 
• 122-51-0 orthoformic acid triethyl ester 
• 229174-03-2 (2R,3S)-3-(5-amino-6-chloropyrimidinyl)amino-2-(2-benzyloxy)ethyloxolane 

Relevant articles and documents

(2S,3S)- and (2R,3S)-2-[2-(benzyloxy)ethyl]-3-(6-chloro-9H-purin-9-yl)oxolane

The title diastereomeric compounds, C18H19ClN4O2, are the products formed when the (2S,3S)- and (2R,3S)-3-(5-amino-6-chloropyrimidinyl)amino-2-(2-benzyloxy)ethyl-oxolanes are treated with triethyl orthoformate in the presence of 4-toluenesulfonic acid. The crystal structure determination unambiguously shows the cis and trans orientations, respectively, of the 2-benzyloxyethyl and the 6-chloropurinyl substituents of the oxolanyl ring.

Total syntheses of novel dideoxynucleoside analogues using chiral amino acids

N-Tritylated L- and D-methionine and L-glutamic acid were used to obtain novel chiral iso-dideoxynucleoside analogues incorporating a tetrahydrofuranyl or a tetrahyropyranyl ring as the pseudosugar part, and at positions 2 and 3 of the ring an hydroxyethyl group and thymine or adenine, respectively. (C) 2000 Elsevier Science Ltd.