23339-47-1

Basic information

• Product Name: 2'-deoxyadenylyl-(3'-5')-thymidine
• Synonyms: 2'-deoxyadenylyl-(3'-5')-thymidine
• CAS NO: 23339-47-1
• Molecular Formula: C20H26N7O10P
• Molecular Weight: 555.435101
• Mol File: 23339-47-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.99g/cm³
• CAS DataBase Reference: 2'-deoxyadenylyl-(3'-5')-thymidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-deoxyadenylyl-(3'-5')-thymidine(23339-47-1)
• EPA Substance Registry System: 2'-deoxyadenylyl-(3'-5')-thymidine(23339-47-1)

Safety Data

• Hazardous Substances Data: 23339-47-1(Hazardous Substances Data)

Upstream product

• 130974-92-4 Ape⁴T 
• 80817-59-0 C₅₃H₅₇ClN₇O₁₂PSi 
• 21090-30-2 3'-O-acetylthymidine 
• 98796-53-3 N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] 
• 426833-89-8 2'-deoxyadenylyl-(3'-5')-5-(phenylthiomethyl)-2'-deoxyuridine 
• 140613-55-4 2-cyanoethyl 5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine 3'-(N,N-diisopropyl)phosphoramidite 
• 134817-00-8 Diisopropyl-phosphoramidous acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester methyl ester 
• 111476-35-8 3'-O-acetyl-5-(phenylthiomethyl)-2'-deoxyuridine 
• 110543-74-3 N⁶-(phenoxyacetyl)-5'-O-(p,p'-dimethoxytrityl)-2'-deoxyadenosine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite) 
• 426833-88-7 acetic acid 2-((2-cyano-ethoxy)-{2-hydroxymethyl-5-[6-(2-phenoxy-acetylamino)-purin-9-yl]-tetrahydro-furan-3-yloxy}-phosphoryloxymethyl)-5-(2,4-dioxo-5-phenylsulfanylmethyl-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 80817-52-3 Phosphoric acid benzotriazol-1-yl ester (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester 
• 121804-03-3 3'-acetyl-4-(1,2,4-triazol-1-yl)-thymidine 
• 130974-98-0 Acetic acid (2R,3S,5R)-2-{[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-hydroxy-phosphoryloxymethyl}-5-(5-methyl-2-oxo-4-[1,2,4]triazol-1-yl-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 

Relevant articles and documents

N-pent-4-enoyl nucleosides: Application in the synthesis of support-bound and free oligonucleotide analogs by the H-phosphonate approach

N-pent-4-enoyl nucleoside H-phosphonates are versatile building blocks for the synthesis of support-bound and free oligonucleotide analogs.

A new strategy for the synthesis of oligodeoxynucleotides directed towards perfect O-selective internucleotidic bond formation without base protection

Deoxyadenosine and deoxycytidine have nucleophilic amino groups so that the undesired N-phosphitylation of these amino groups occurred in the previous phosphoramidite methods without base protection. We report that the N-phosphitylation could be considerably suppressed in our new HOBt-mediated coupling strategy via phosphite intermediates as reactive species. Thus, 99.7-99.9% O-selective internucleotidic bond formation was achieved.

O-selective condensation using P-N bond cleavage in RNA synthesis without base protection

(Chemical Equation Presented) In RNA synthesis without base protection, a new method for O-selective condensation with more than 99% selectivity was developed by 6-nitro-HOBt-mediated cleavage of undesired P(III)-N bonds on nucleobase moieties. Moreover, we for the first time succeeded in synthesizing oligoRNAs without base protection.