97327-34-9

Basic information

• Product Name: 2,2'-anhydro-1-(3,5-dimesyloxy-β-D-arabinofuranosyl)-5,6-dihydrouracil
• Synonyms: 2,2'-anhydro-1-(3,5-dimesyloxy-β-D-arabinofuranosyl)-5,6-dihydrouracil
• CAS NO: 97327-34-9
• Molecular Weight: 384.388
• Mol File: 97327-34-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,2'-anhydro-1-(3,5-dimesyloxy-β-D-arabinofuranosyl)-5,6-dihydrouracil(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-anhydro-1-(3,5-dimesyloxy-β-D-arabinofuranosyl)-5,6-dihydrouracil(97327-34-9)
• EPA Substance Registry System: 2,2'-anhydro-1-(3,5-dimesyloxy-β-D-arabinofuranosyl)-5,6-dihydrouracil(97327-34-9)

Safety Data

• Hazardous Substances Data: 97327-34-9(Hazardous Substances Data)

Upstream product

• 5627-05-4 5,6-dihydrouridine 

Relevant articles and documents

Syntheses of β-D-Arabinofuranooxa(thia)zolidines

Treatment of 2,2'-anhydro-1-(3,5-diacetoxy-β-D-arabinofuranosyl)-5,6-dihydrouracil (13) and its 2-thio analogue (17) with refluxing 80percent AcOH gives 3-propionamido-(3,5-diacetoxy-1,2-dideoxy-β-D-arabinofurano)oxazolidin-2-one (15) and 3-carboxyethyl-(3,5-diacetoxy-1,2-dideoxy β-D-arabinofurano)thiazolidin-2-imine (24), respectively.While the appearance of compound (15) indicates the occurence of an unusual C(2)-N(3) bond cleavage of (13) the 2-thio analogue (17) yields compound (24), the product of an N(3)-C(4) ring opening.The latter product gives first methoxycarbonylethyl(3,5-diacetoxy-1,2-dideoxy-β-D-arabinofurano)thiazolidine-2-imine hydrochloride (26) by reaction with methanolic HCl and subsequently the corresponding thiazolidin-2-thione (27) on reaction with H2S in DMF.The synthesis of the 1-(3,5-diacetoxy-2-acetylthio-β-D-arabinofuranosyl) derivative of 2-O-methyl-5,6-dihydrouracil (22) and 5,6-dihydroisocytosine (23) is also described.