118352-75-3

Upstream product

• 121-44-8 triethylamine 
• 64325-78-6 N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine 

Downstream Products

• 649719-47-1 C₅₉H₅₇N₈O₁₄P 
• 180475-93-8 C₄₄H₃₇Cl₃N₅O₈P 
• 649719-48-2 C₅₃H₅₄N₇O₁₄P 
• 199436-67-4 C₆₅H₆₀ClN₈O₁₄PS 
• 199436-72-1 4-Oxo-pentanoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(4-chloro-phenylsulfanyl)-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester 
• 71790-90-4 (S)-Methyl-phosphonic acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 71790-90-4 (R)-Methyl-phosphonic acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 133471-24-6 C₆₁H₆₅N₁₀O₁₁PSSi 
• 133574-79-5 (S_P)-N⁶-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-adenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-methylphosphonate 

Relevant academic research and scientific papers

The H-phosphonate approach to the synthesis of oligonucleotides and their phosphorothioate analogues in solution

A new approach to the synthesis of oligonucleotides and oligonucleotide phosphorothioates in solution is described; it is based on H-phosphonate coupling [with bis(2-chlorophenyl) phosphorochloridate 22 as the coupling agent] at -40 deg C, followed by in situ sulfur transfer involving either 2-(4-chlorophenylsulfanyl)isoindole-1,3(2H)-dione 23a or 4-[(2-cyanoethyl)sulfanyl]morpholine-3,5-dione 26. The yields of the coupling and sulfur transfer reactions are virtually quantitative and, following unblocking by previously reported procedures, very pure products (d[ApC], d[TpGpApC], d[TpGp(s)ApC], d[Gp(s)A] and d[Cp(s)Tp(s)Gp(s)A]) are obtained.

Use of ammonium aryl H-phosphonates in the preparation of nucleoside H-phosphonate building blocks

Ammonium 4-methylphenyl H-phosphonate 4c was used in the conversion of 5'-0-(dimethoxy-trityl)-2'-deoxynucleoside derivatives 6 into the corresponding 3'-H-phosphonates 2, which were isolated in a high state of purity and in high yield.

A Convenient Synthesis of Nucleoside 3'-H-Phosphonate Monoesters Using Triphosgene

A practical method for the preparation of deoxyribonucleoside and ribonucleoside 3'-H-phosphonate monoesters via triphosgene-mediated coupling of nucleosides to phosphonic acid is described.

A convenient and efficient method for the synthesis of nucleoside H-phosphonates using a novel phosphonylating agent

In the present paper we descibe the preparation of a novel crystalline phosphonylating agent 9-fluorenemethyl phosphonic acid 2 and a convenient and efficient method for the synthesis of nucleoside H-phosphonates 5.

Studies on aryl H-phosphonates. I. An efficient method for the preparation of deoxyribo- and ribonucleoside 3'-H-phosphonate monoesters by transesterification of diphenyl H-phosphonate

A convenient method for the preparation of deoxyribonucleoside and ribonucleoside 3'-H-phosphonate monoesters via transesterification of diphenyl H-phosphonate with suitable protected nucleosides in pyridine is described.