130867-59-3

Basic information

• Product Name: 5'-O-dimethoxytrityl-3'-O-methylthiomethyl-N³-benzoyl-thymidine
• Synonyms: 5'-O-dimethoxytrityl-3'-O-methylthiomethyl-N³-benzoyl-thymidine
• CAS NO: 130867-59-3
• Molecular Weight: 708.832
• Mol File: 130867-59-3.mol

Chemical Properties

• CAS DataBase Reference: 5'-O-dimethoxytrityl-3'-O-methylthiomethyl-N³-benzoyl-thymidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-O-dimethoxytrityl-3'-O-methylthiomethyl-N³-benzoyl-thymidine(130867-59-3)
• EPA Substance Registry System: 5'-O-dimethoxytrityl-3'-O-methylthiomethyl-N³-benzoyl-thymidine(130867-59-3)

Safety Data

• Hazardous Substances Data: 130867-59-3(Hazardous Substances Data)

Upstream product

• 75-18-3 dimethylsulfide 
• 102573-69-3 5'-O-(4-4'-dimethoxytrityl)-N³-benzoyl thymidine 
• 130867-61-7 3'-O-methoxyacetyl-N³-benzoyl-thymidine 
• 130867-60-6 5'-O-dimethoxytrityl-3'-O-(4-pentenyloxymethyl)-N³-benzoyl-thymidine 
• 98-88-4 benzoyl chloride 
• 40615-39-2 5'-O-(4-4'-dimethoxytrityl)thymidine 
• 130867-58-2 Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 
• 130867-57-1 5’-O-dimethoxytrityl-3’-O-methoxyacetylthymidine 

Downstream Products

• 130867-62-8 3-Benzoyl-1-[(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(2,5-dioxo-pyrrolidin-1-ylmethoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 130867-64-0 C₅₉H₅₈N₄O₁₆ 
• 130867-68-4 C₅₆H₅₄N₄O₁₄ 
• 130887-31-9 C₆₅H₇₁N₆O₁₅P 
• 133510-59-5 C₆₁H₆₄N₆O₂₂ 
• 133510-53-9 5'-O-levulinoyl-3'-O-methylthiomethyl-N³-benzoyl-thymidine 
• 133510-52-8 3-Benzoyl-1-((2R,4S,5R)-5-hydroxymethyl-4-methylsulfanylmethoxy-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione 

Relevant articles and documents

An efficient approach to the synthesis of thymidine derivatives containing phosphate-isosteric methylene acetal linkages

Iodonium ion promoted condensation of properly protected 3′-O-methylthiomethyl or 3′-O-(4-penten-1-oxymethyl)-thymidine with 3′-O-methoxyacetyl-thymidine, was explored. A judicious choice of the iodoinium source and protecting groups led to an efficient preparation of thymidine dimers having internucleosidic-3′5′)-methylene bonds. The latter procedure was utilized towards the synthesis, in solution and on a solid support, of DNA-fragments containing one or more T-CII2-T dimers. Further, 5′-O-methylthiomethyl-3′-O-methoxyacetyl-N 3-benzoyl-thymidine proved to be a suitable donor for the introduction of 5′-O-methylene acetal-linkage s between 2,3,4,6-tetra-Obenzyl-D-glucose, benzyl N-benzyloxycarbonyl-L-serine and dibenzyl phosphate.

SYNTHESIS OF OLIGODEOXYNUCLEOTIDES CONTAINING THYMIDINES LINKED VIA AN INTERNUCLEOSIDIC-(3'-5')-METHYLENE BOND

Condensation of N3-benzoyl-5'-O-dimethoxytrityl-3'-O-(4-penten-1-oxomethyl)-thymidine with N3-benzoyl-3'-O-methoxyacetyl-thymidine, in the presence of N-iodosuccinimide, afforded a fully-protected thymidine dimer having an internucle