402944-22-3

Basic information

• Product Name: Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-(hydrogen butanedioate), compd. with N,N-diethylethanamine (1:1)
• CAS NO: 402944-22-3
• Molecular Formula: C35H36N2O10.C6H15N
• Molecular Weight: 745.87
• Mol File: 402944-22-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-(hydrogen butanedioate), compd. with N,N-diethylethanamine (1:1)(CAS DataBase Reference)
• NIST Chemistry Reference: Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-(hydrogen butanedioate), compd. with N,N-diethylethanamine (1:1)(402944-22-3)
• EPA Substance Registry System: Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-(hydrogen butanedioate), compd. with N,N-diethylethanamine (1:1)(402944-22-3)

Safety Data

• Hazardous Substances Data: 402944-22-3(Hazardous Substances Data)

Upstream product

• 108-30-5 succinic acid anhydride 
• 15715-58-9 triethylamine carbonate 
• 40615-39-2 5'-O-(4-4'-dimethoxytrityl)thymidine 
• 121-44-8 triethylamine 

Downstream Products

• 1431149-92-6 C₄₆H₄₁F₁₇N₂O₁₀ 

Relevant articles and documents

Solution-phase synthesis of oligodeoxyribonucleotides using the: H -phosphonate method with N -unprotected 5′-phosphite monomers

Recent advances in nucleic acid therapeutics increase the requirements for developing efficient methods for the chemical synthesis of oligodeoxyribonucleotides (ODNs). In this study, we report a new approach for the solution-phase synthesis of ODNs using the H-phosphonate method with N-unprotected 5′-phosphite monomers. The 5′-phosphite monomers are synthesized in a single step from unprotected 2′-deoxyribonucleosides using 5′-O-selective phosphitylation and can be applied to the synthetic cycle of the H-phosphonate method. We synthesized four kinds of 5′-phosphite monomers and then optimized the conditions for the condensation between the 3′-hydroxy groups of the 5′-phosphite monomers and the H-phosphonate monoesters. As a result of various investigations, solution-phase synthesis of trithymidine diphosphate (TTT) and tetramers containing four kinds of nucleobases was achieved according to the procedure consisting of repeated condensation, deprotection, and purification using simple extraction or precipitation.

Oligonucleotide with protected base

The present invention provides a protected nucleotide for elongation, which can be purified efficiently and in a high yield by a liquid-liquid extraction operation, and can achieve an oligonucleotide production method by a phosphoramidite method. It has been found that the above-mentioned problem can be solved by a particular oligonucleotide comprising a protected base and/or particular oligonucleotide protected by a branched chain-containing aromatic group at 3′-position.

CHIRAL CONTROL

The present invention relates to chirally controlled oligonucleotides, chirally controlled oligonucleotide compositions, and the method of making and using the same.