74405-42-8

Basic information

• Product Name: 5'-O-(4,4'-DIMETHOXYTRITYL)-N6-BENZOYL-2'-DEOXYADENOSINE-3'-O-SUCCINIC ACID
• Synonyms: 5'-O-(4,4'-DIMETHOXYTRITYL)-N6-BENZOYL-2'-DEOXYADENOSINE-3'-O-SUCCINIC ACID;bz-dmt-deoxyadenosine succinic acid;N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxyadenosine 3'-O-succinate;N6-Benzoyl-5μ-O-(4,4μ-dimethoxytrityl)-2μ-deoxyadenosine 3μ-O-succinic acid;N-Benzoyl-3'-O-(3-carboxypropanoyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine;N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxyadenosine 3'-hydrogen butanedioate;Succinic acid 1-[N-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-3'-adenosyl] ester;N6-Benzoyl-2'-deoxy-5'-O-DMT-adenosine 3'-O-succinate
• CAS NO: 74405-42-8
• Molecular Formula: C42H39N5O9
• Molecular Weight: 757.79
• EINECS: 277-852-7
• Mol File: 74405-42-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Density: 1.34±0.1 g/cm3(Predicted)
• Storage Temp.: −20°C
• PKA: 4.37±0.17(Predicted)
• CAS DataBase Reference: 5'-O-(4,4'-DIMETHOXYTRITYL)-N6-BENZOYL-2'-DEOXYADENOSINE-3'-O-SUCCINIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-O-(4,4'-DIMETHOXYTRITYL)-N6-BENZOYL-2'-DEOXYADENOSINE-3'-O-SUCCINIC ACID(74405-42-8)
• EPA Substance Registry System: 5'-O-(4,4'-DIMETHOXYTRITYL)-N6-BENZOYL-2'-DEOXYADENOSINE-3'-O-SUCCINIC ACID(74405-42-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 74405-42-8(Hazardous Substances Data)

Usage

Uses

N6-Benzoyl-2''-deoxy-5''-O-DMT-adenosine 3''-O-succinate is a protected adenosine (A280400) derivative used in the preparation of synthetic nucleic acids, and specialized compounds such as a dinucleoside phosphorothioate prodrug, an orally bio-?available anti-?HBV agent.

InChI:InChI=1/C42H39N5O9/c1-52-31-17-13-29(14-18-31)42(28-11-7-4-8-12-28,30-15-19-32(53-2)20-16-30)54-24-34-33(56-37(50)22-21-36(48)49)23-35(55-34)47-26-45-38-39(43-25-44-40(38)47)46-41(51)27-9-5-3-6-10-27/h3-20,25-26,33-35H,21-24H2,1-2H3,(H,48,49)(H,43,44,46,51)/t33-,34+,35+/m0/s1

Upstream product

• 108-30-5 succinic acid anhydride 
• 64325-78-6 N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine 

Relevant articles and documents

Solid Phase Synthesis of Oligodeoxyribonucleotides Utilizing the Phenylthio Group as a Phosphate Protecting Group

Oligodeoxyribonucleotide synthesis utilizing the phenylthio group as a phosphate protecting group was applied to the solid phase method.The base residues of deoxyguanosine and deoxyadenosine were protected with bis(isobutyryloxy)ethylene (Bibe) and phthaloyl groups to avoid the base modfication and depurination, respectively.A key synthetic intermediate of N2-isobutyryl-N1,N2-bis(isobutyryloxy)ethylenedeoxyguanosine was prepared in high yield by four-step reaction from deoxyguanosine and used for preparation of the building blocks of deoxyguanosine required for the polymer support synthesis.Two kinds of polymer supports, i.e., 1 percent cross-linked polystyrene and controlled pore glass were chosen.The latter was employed for the synthesis of dodecadeoxyribonucleotides by using an automated DNA synthesizer.