153184-66-8

Basic information

• Product Name: methyl 2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-L-erythropentofuranoside
• Synonyms: methyl 2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-L-erythropentofuranoside
• CAS NO: 153184-66-8
• Molecular Weight: 390.668
• Mol File: 153184-66-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-L-erythropentofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-L-erythropentofuranoside(153184-66-8)
• EPA Substance Registry System: methyl 2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-L-erythropentofuranoside(153184-66-8)

Safety Data

• Hazardous Substances Data: 153184-66-8(Hazardous Substances Data)

Upstream product

• 18043-71-5 1,1,3,3-tetraisopropyldisiloxane 

Relevant articles and documents

PHOSPHONATES - A NOVEL TYPE NUCLEOTIDE ANALOGS RELATED TO HPMPA. I. DERIVATIVES WITH L-arabino, D-arabino, 2-DEOXY-L-erythro AND 2-DEOXY-L-threo CONFIGURATION

phosphonates, a new type of nucleotide analogs with fixed HPMPA structure, have been prepared.The synthesis of compounds of L-arabino (IIa, IIb), D-arabino (XIVa, XIVb), 2-deoxy-L-erythro (IIIa, IIIb) and 2-deoxy-L-threo (IVa, IVb) configuration is based on the Michaelis-Arbuzov reaction of the fully protected methyl glycosides with triethyl phosphite and trimethylsilyl triflate which leads to anomeric mixture of diethyl (L-pentofuranosyl) phosphonates.The protected 5-O-tosyl derovatives react with sodium salt of adenine to give N9-substituted products which after total deprotection afford the title nucleotide analogs.The fixation of the partial structure of HPMPA to form five-membered ring leads to a significant decrease, or a total loss, of biological activity.