78272-47-6

Basic information

• Product Name: p-chlorophenyl-bis-(β-cyanoethyl)-phosphate
• Synonyms: p-chlorophenyl-bis-(β-cyanoethyl)-phosphate
• CAS NO: 78272-47-6
• Molecular Weight: 314.665
• Mol File: 78272-47-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: p-chlorophenyl-bis-(β-cyanoethyl)-phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: p-chlorophenyl-bis-(β-cyanoethyl)-phosphate(78272-47-6)
• EPA Substance Registry System: p-chlorophenyl-bis-(β-cyanoethyl)-phosphate(78272-47-6)

Safety Data

• Hazardous Substances Data: 78272-47-6(Hazardous Substances Data)

Upstream product

• 64325-78-6 N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine 
• 109-78-4 3-Hydroxypropionitrile 
• 772-79-2 4-chlorophenylphosphorodichloridate 
• 32666-92-5 p-chlorophenyl phosphorodichloridite 
• 68892-41-1 5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine 
• 68892-40-0 N⁴-anisoyl-5'-O-(4,4'-dimethoxytrityl) 2'-deoxy cytidine 
• 40615-39-2 5'-O-(4-4'-dimethoxytrityl)thymidine 
• 78272-46-5 p-chlorophenyl-bis-(β-cyanoethyl)-phosphite 

Downstream Products

• 57777-78-3 thymidine-3'-p-chlorophenyl-β-cyanoethyl-phosphate 
• 57777-77-2 O^5'-(4-methoxy-trityl)-[3']thymidylic acid 4-chloro-phenyl ester 2-cyano-ethyl ester 
• 78272-49-8 p-chlorophenyl-β-cyanoethylphosphoric acid trimethylammonium salt 
• 78272-50-1 p-chlorophenyl-β-cyanoethylphosphoric acid cyclohexylammonium salt 

Relevant articles and documents

Nucleosides and Nucleotides. Part 17. A Simple Preparation of Protected Deoxynucleoside-3'-phosphates

A simple method for the preparation of fully protected 2'-deoxynucleoside-3'-phosphates is described.The main step, phosphorylation of partially protected deoxynucleosides, is performed with the monofunctional reagent p-chlorophenyl(2-cyanoethyl)phosphochloridate (2) in dioxane.This reagent is quickly prepared from readily accessible p-chlorophenyl phosphodichloridate by reaction with 3-hydroxypropionitrile and triethylamine in dioxane or ether.The crude reagent is used directly for phosphorylation.After chromatography, protected deoxynucleoside-3'-phosphonates were isolated in yields of 80-87percent .The method described here, which has been optimized in detail, represents a simple alternative to published methods.