118352-75-3

Basic information

• Product Name: Adenosine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-, 3'-(hydrogen phosphonate), compd. with N,N-diethylethanamine (1:1)
• CAS NO: 118352-75-3
• Molecular Formula: C38H36N5O8P.C6H15N
• Molecular Weight: 822.898
• Mol File: 118352-75-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Adenosine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-, 3'-(hydrogen phosphonate), compd. with N,N-diethylethanamine (1:1)(CAS DataBase Reference)
• NIST Chemistry Reference: Adenosine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-, 3'-(hydrogen phosphonate), compd. with N,N-diethylethanamine (1:1)(118352-75-3)
• EPA Substance Registry System: Adenosine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-, 3'-(hydrogen phosphonate), compd. with N,N-diethylethanamine (1:1)(118352-75-3)

Safety Data

• Hazardous Substances Data: 118352-75-3(Hazardous Substances Data)

Upstream product

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

Downstream Products

• 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 
• 133471-25-7 C₅₄H₆₂N₇O₁₂PSSi 
• 133471-25-7 C₅₄H₆₂N₇O₁₂PSSi 
• 133471-20-2 (S_P)-N⁶-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>thymidine 3'-methylphosphonate 
• 133471-20-2 (R_P)-N⁶-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>thymidine 3'-methylphosphonate 
• 90865-78-4 (S)-Methyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-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 
• 90865-77-3 (R)-Methyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-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 
• 92127-73-6 (R)-Thiophosphoric acid O-[(2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl] ester O'-[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl] ester 
• 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 
• 199436-67-4 C₆₅H₆₀ClN₈O₁₄PS 
• 126899-02-3 5'-O-(4,4'-dimethoxytrityl)-N⁶⁴-benzoyldeoxyriboadenosin-3'-yl hydrogen-phosphonothioate, triethylammonium salt 

Relevant articles and documents

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.

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.

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.