78119-22-9

Basic information

• Product Name: (2S,3R,4R)-2,3,5-Tris-benzyloxy-1-(2,4-di-tert-butoxy-pyrimidin-5-yl)-pentane-1,4-diol
• CAS NO: 78119-22-9
• Molecular Weight: 644.808
• Mol File: 78119-22-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3R,4R)-2,3,5-Tris-benzyloxy-1-(2,4-di-tert-butoxy-pyrimidin-5-yl)-pentane-1,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4R)-2,3,5-Tris-benzyloxy-1-(2,4-di-tert-butoxy-pyrimidin-5-yl)-pentane-1,4-diol(78119-22-9)
• EPA Substance Registry System: (2S,3R,4R)-2,3,5-Tris-benzyloxy-1-(2,4-di-tert-butoxy-pyrimidin-5-yl)-pentane-1,4-diol(78119-22-9)

Safety Data

• Hazardous Substances Data: 78119-22-9(Hazardous Substances Data)

Upstream product

• 16838-89-4 2,3,5-tri-O-benzyl-D-ribofuranose 
• 19752-61-5 5-bromo-2,4-di(tert-butoxy)pyrimidine 

Downstream Products

• 1445-07-4 pseudouridine 
• 10017-66-0 α-pseudouridine 
• 78119-27-4 5-(2,3,5-tri-O-benzyl-α-D-ribofuranosyl)uracil 
• 78119-26-3 5-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)uracil 

Relevant articles and documents

A Synthesis of Pseudouridine

2,3,5-Tri-O-benzylribose and 2,4-di-t-butoxy-5-lithiopyrimidine (from the 5-bromo-compound and butyllithium) in THF at -78 deg C give 5-(2,3,5-tri-O-benzyl-D-altro-pentahydroxypentyl)-2,4-di-t-butoxypyrimidine and its D-allo-epimer (ratio 5:2), which cyclise sterospecifically in ethanolic hydrochloric acid to 5-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)uracil and its α-anomer.Debenzylation by boron trichloride gives 5-β-D-ribofuranosyluracil, pseudouridine, and its α-anomer. 2,3,5-Tri-O-methylribose reacts analogously. 2,3-O-Isopropylideneribose and its 5-O-trityl derivative give no polyol, but instead 2,4-di-t-butoxy-5-(2-hydroxyisopropyl)pyrimidine.