112501-53-8

Basic information

• Product Name: 1-[5-(O-DIMETHOXYTRITYL)-2-DEOXY-BETA-D-THREO-PENTOFURANOSYL]THYMINE
• Synonyms: 2,4(1H,3H)-PYRIMIDINEDIONE, 1-[5-O-[BIS(4-METHOXYPHENYL)PHENYLMETHYL]-2-DEOXY-BETA-D-THREO-PENTOFURANOSYL]-5-METHYL-;1-[5-(O-DIMETHOXYTRITYL)-2-DEOXY-BETA-D-THREO-PENTOFURANOSYL]THYMINE;1-[5-O-(4,4'-DIMETHOXYTRITYL)-2-DEOXY-BETA-D-THREO-PENTOFURANOSYL]THYMINE;DMTr-lyxothymidine;2,4(1H,3H)-Pyrimidinedione, 1-[5-O-[bis(4-methoxyphenyl)phenylmethyl]-2-deoxy- beta-D-threo-pentofuranosyl]-5-methyl-;1-[5-O-[Bis(4-methoxyphenyl)phenylmethyl]-2-deoxy--D-threo-pentofuranosyl]-5-methyl-2,4(1H,3H)pyrimidinedione;5’-O-(4,4’-Dimethoxytrityl)-3’--hydroxythymidine;1-(2'Deoxy-5'-O-DMT-b-D-lyxofuranosyl)thymine
• CAS NO: 112501-53-8
• Molecular Formula: C₃₁H₃₂N₂O₇
• Molecular Weight: 544.59
• EINECS: 255-003-1
• Product Categories: Bases & Related Reagents;Carbohydrates & Derivatives;Nucleotides;Carbohydrates & Derivatives, Nucleotides, Bases & Related Reagents
• Mol File: 112501-53-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 77 °C
• Appearance: /
• Density: 1.272 g/cm³
• Solubility: Chloroform
• PKA: 9.55±0.10(Predicted)
• CAS DataBase Reference: 1-[5-(O-DIMETHOXYTRITYL)-2-DEOXY-BETA-D-THREO-PENTOFURANOSYL]THYMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[5-(O-DIMETHOXYTRITYL)-2-DEOXY-BETA-D-THREO-PENTOFURANOSYL]THYMINE(112501-53-8)
• EPA Substance Registry System: 1-[5-(O-DIMETHOXYTRITYL)-2-DEOXY-BETA-D-THREO-PENTOFURANOSYL]THYMINE(112501-53-8)

Safety Data

• Hazardous Substances Data: 112501-53-8(Hazardous Substances Data)

Usage

Chemical Properties

Colorless amorphous solid

Uses

5’-O-(4,4’-Dimethoxytrityl)-3’-β-hydroxythymidine (cas# 112501-53-8) is a compound useful in organic synthesis.

Upstream product

• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 50-89-5 thymidine 
• 115393-52-7 5'-O-dimethoxytritylthymidine-3'-O-β-cyanoethoxymethylphosphonite 
• 114079-04-8 5'-dimethoxytritylthymidine-3'-diisopropylaminomethylphosphonoamidite 
• 40615-39-2 5'-O-(4-4'-dimethoxytrityl)thymidine 
• 15981-92-7 2,3'-anhydrothymidine 
• 220928-58-5 5'-O-(4,4'-dimethoxytrityl)-3'-C-(benzoyl)thymidine 
• 220928-53-0 1-(5-O-(4,4'-dimethoxytrityl)-3-C-benzoyl-2-deoxy-β-D-threo-pentofuranosyl)thymine 
• 220928-57-4 5'-O-(4,4'-dimethoxytrityl)-3'-C-(2,2-dimethylpropanoyl)thymidine 
• 220928-52-9 1-(5-O-(4,4'-dimethoxytrityl)-3-C-(1,1-dimethylpropanoyl)-2-deoxy-β-D-threo-pentofuranosyl)thymine 
• 220928-41-6 1-(5-O-(4,4'-dimethoxytrityl)-3-C-acetyl-2-deoxy-β-D-threo-pentofuranosyl)thymine 
• 220928-40-5 5'-O-(4,4'-dimethoxytrityl)-3'-C-(acetyl)thymidine 
• 111647-36-0 5'-O-(4,4'-dimethoxytrityl)-3'-mesyl-2',3'-dideoxythymidine 
• 16053-52-4 threothymidine 

Downstream Products

• 143527-01-9 1-(2'-deoxy-3'-O-mesyl-5'-O-4,4'-dimethoxytrityl-β-D-threo-pentofuranosyl)-thymine 
• 16053-52-4 threothymidine 
• 854389-48-3 [(2R,3R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxymethyl]-phosphonic acid monomethyl ester 
• 25526-93-6 alovudine 
• 149666-71-7 1-{5-[bis(4-methoxyphenyl)phenyl-methoxymethyl]-2,5-dihydrofuran-2-yl}-5-methyl-1H-pyrimidine-2,4-dione 
• 136172-82-2 1-<2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-threo-pentafuranosyl>thymine 3'-<(2-cyanoethyl) N,N-diisopropylphosphoramidite> 
• 290371-78-7 5'-O-(4,4'-dimethoxytrityl)-3'-deoxy-3'-fluorothymidine 
• 1150314-64-9 C₃₆H₃₈N₂O₉ 
• 107905-15-7 Succinic acid (2R,3R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 4-nitro-phenyl ester 
• 198637-93-3 C₄₃H₄₇N₄O₁₄PS 

Relevant articles and documents

Probing the binding requirements of modified nucleosides with the dna nuclease snm1a

SNM1A is a nuclease that is implicated in DNA interstrand crosslink repair and, as such, its inhibition is of interest for overcoming resistance to chemotherapeutic crosslinking agents. However, the number and identity of the metal ion(s) in the active site of SNM1A are still unconfirmed, and only a limited number of inhibitors have been reported to date. Herein, we report the synthesis and evaluation of a family of malonate-based modified nucleosides to investigate the optimal positioning of metal-binding groups in nucleoside-derived inhibitors for SNM1A. These compounds include ester, carboxylate and hydroxamic acid malonate derivatives which were installed in the 5′-position or 3′-position of thymidine or as a linkage between two nucleosides. Evaluation as inhibitors of recombinant SNM1A showed that nine of the twelve compounds tested had an inhibitory effect at 1 mM concentration. The most potent compound contains a hydroxamic acid malonate group at the 5′-position. Overall, our studies advance the understanding of requirements for nucleoside-derived inhibitors for SNM1A and indicate that groups containing a negatively charged group in close proximity to a metal chelator, such as hydroxamic acid malonates, are promising structures in the design of inhibitors.

Red light-controlled polymerase chain reaction

A 23-mer DNA "caged" at its 3′-terminus with a 9-anthracenyl moiety was prepared. It can be uncaged in the presence of photosensitizer (In(pyropheophorbide-a)chloride)-containing DNAs (9-12 mers) and upon irradiation with red light. This mixture of DNAs was used to design red-light controlled polymerase chain reaction.

STABILISATION OF RADIOPHARMACEUTICAL PRECURSORS

The invention relates to a method for improving stability of radiopharmaceutical precursors, and in particular non radiolabelled nucleoside derivatives which are used as precursors for production of radiolabelled nucleoside derivatives for use in in vivo imaging procedures such as positron emission tomography (PET). The invention further includes formulations of radiopharmaceutical precursors, and cassettes for automated synthesis apparatus comprising the same.