79536-90-6

Basic information

• Product Name: 3'-Thymidylic acid, 5'-O-(triphenylmethyl)-, 2-(2-chloro-4-nitrophenyl)ethyl 4-nitrophenyl ester
• CAS NO: 79536-90-6
• Molecular Formula: C43H38ClN4O12P
• Molecular Weight: 869.221
• Mol File: 79536-90-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3'-Thymidylic acid, 5'-O-(triphenylmethyl)-, 2-(2-chloro-4-nitrophenyl)ethyl 4-nitrophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-Thymidylic acid, 5'-O-(triphenylmethyl)-, 2-(2-chloro-4-nitrophenyl)ethyl 4-nitrophenyl ester(79536-90-6)
• EPA Substance Registry System: 3'-Thymidylic acid, 5'-O-(triphenylmethyl)-, 2-(2-chloro-4-nitrophenyl)ethyl 4-nitrophenyl ester(79536-90-6)

Safety Data

• Hazardous Substances Data: 79536-90-6(Hazardous Substances Data)

Upstream product

• 224782-31-4 p-nitrophenylphosphorobis(1,2,4-triazolide) 
• 103-45-7 acetic acid phenethyl ester 
• 104-30-3 2-(4-nitrophenyl)ethyl acetate 
• 777-52-6 1-dichlorophosphoryloxy-4-nitro-benzene 
• 69395-15-9 2-(2-chloro-4-nitro-phenyl)-ethanol 

Downstream Products

• 130546-37-1 (2-Chloro-4-nitrophenoxy)ethylene 

Relevant articles and documents

Nucleotide. XIV. Substituierte β-Phenylaethyl-Gruppen. Neue Schutzgruppen fuer Oligonucleotid-Synthesen nach dem Phosphorsaeuretriester-Verfahren

Various o- and p-substituted β-phenylethanols (2-10) have been synthesized and investigated as blocking groups in the phosphotriester approach.A large number of 5'-O-tritylated thymidine-3'-phosphotriesters (13-36) with two different phosphate protecting groups have been prepared, characterized, and studied according to their chemical stability and usefullness for oligonucleotide syntheses.The combination of a 5'-O-monomethoxytrityl- and a 3'-(2,5-dichlorophenyl, p-nitrophenylethyl)-phosphate function as in 18 turned out to possess optimal properties as a monomeric nucleotide building block due to the fact that these blocking groups can be quantitatively and selectively be removed without harming each other by trifluoroacetic acid in chloroform to 41, by oximate to 42, and by DBU to 43.The base-catalyzed removal of the monosubstituted phenylethyl groups by DBU or DBN respectively as well as the disubstituted phenylethyl groups by triethylamine in aprotic solvents is a β-elimination process leading to phosphodiesters without attack on the P-center.