105123-92-0

Basic information

• Product Name: 2'-O-[1-(2-Chloro-4-methylphenyl)-4-methoxypiperidin-4-yl]uridine
• Synonyms: 2'-O-[1-(2-Chloro-4-methylphenyl)-4-methoxypiperidin-4-yl]uridine
• CAS NO: 105123-92-0
• Molecular Weight: 481.933
• Mol File: 105123-92-0.mol

Chemical Properties

• CAS DataBase Reference: 2'-O-[1-(2-Chloro-4-methylphenyl)-4-methoxypiperidin-4-yl]uridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-O-[1-(2-Chloro-4-methylphenyl)-4-methoxypiperidin-4-yl]uridine(105123-92-0)
• EPA Substance Registry System: 2'-O-[1-(2-Chloro-4-methylphenyl)-4-methoxypiperidin-4-yl]uridine(105123-92-0)

Safety Data

• Hazardous Substances Data: 105123-92-0(Hazardous Substances Data)

Upstream product

• 106-49-0 p-toluidine 
• 105123-88-4 N,N-di-(2-ethoxycarbonylethyl)-p-toluidine 
• 105123-90-8 1-<(2-chloro-4-methyl)phenyl>piperidin-4-one 
• 105123-89-5 1-(4-methylphenyl)piperidin-4-one 
• 69304-38-7 3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 105123-91-9 1-(2-Chloro-4-methylphenyl)-4-methoxy-1,2,5,6-tetrahydropyridine 
• 6773-48-4 3',5'-di-O-acetyluridine 

Downstream Products

• 105123-90-8 1-<(2-chloro-4-methyl)phenyl>piperidin-4-one 
• 58-96-8 uridine 
• 105123-97-5 C₄₁H₄₆Cl₂N₅O₁₇P 
• 105123-95-3 1-[(2R,3R,4R,5R)-3-[1-(2-Chloro-4-methyl-phenyl)-4-methoxy-piperidin-4-yloxy]-4-hydroxy-5-(9-phenyl-9H-xanthen-9-yloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione 

Relevant articles and documents

Some observations relating to the use of 1-aryl-4-alkoxypiperidin-4-yl groups for the protection of the 2′-hydroxy functions in the chemical synthesis of oligoribonucleotides

The comparative rates of acid-catalysed removal often 1-aryl-4-methoxypiperidin-4-yl 8 (R = Me) [including the previously reported Ctmp 5 and Fpmp 6] protecting groups for the 2′-hydroxy functions in oligoribonucleotide synthesis are discussed. These studies have led to the development of the 1-(4-chlorophenyl)-4-ethoxypiperidin-4-yl (Cpep) protecting group 8 (R = Et, R1 = R2 = H, R3 = Cl) which is both more stable than the Ctmp and Fpmp groups at pH 0.5 and more labile at pH 3.75. The influence of the ribonucleoside aglycone on the stability of the 2′-O-Fpmp and 2′-O-Ctmp protecting groups both at low and high pH is examined. The Royal Society of Chemistry 2000.

AN ACETAL GROUP SUITABLE FOR THE PROTECTION OF 2'-HYDROXY FUNCTIONS IN RAPID OLIGORIBONUCLEOTIDE SYNTHESIS

The 1--4-methoxypiperidin-4-yl has an acid lability similar to that of the 4-methoxytetrahydropyran-4-yl (Mthp) protecting group under mild hydrolytic conditions ; however, under the relatively more drastic conditions required for the complete removal of a 9-phenylxanthen-9-yl (Px) group, the Ctmp protecting group remains virtually intact.