209968-86-5

Basic information

• Product Name: 4-C-[(phenylmethoxy)methyl]-3-O-(phenylmethyl)-1,2-diacetate 5-(4-methylbenzenesulfonate)-L-lyxofuranose
• Synonyms: 4-C-[(phenylmethoxy)methyl]-3-O-(phenylmethyl)-1,2-diacetate 5-(4-methylbenzenesulfonate)-L-lyxofuranose
• CAS NO: 209968-86-5
• Molecular Weight: 598.671
• Mol File: 209968-86-5.mol

Chemical Properties

• CAS DataBase Reference: 4-C-[(phenylmethoxy)methyl]-3-O-(phenylmethyl)-1,2-diacetate 5-(4-methylbenzenesulfonate)-L-lyxofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 4-C-[(phenylmethoxy)methyl]-3-O-(phenylmethyl)-1,2-diacetate 5-(4-methylbenzenesulfonate)-L-lyxofuranose(209968-86-5)
• EPA Substance Registry System: 4-C-[(phenylmethoxy)methyl]-3-O-(phenylmethyl)-1,2-diacetate 5-(4-methylbenzenesulfonate)-L-lyxofuranose(209968-86-5)

Safety Data

• Hazardous Substances Data: 209968-86-5(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 108-24-7 acetic anhydride 
• 153186-13-1 3,5-di-O-benzyl-4-C-(p-toluenesulphonyloxymethyl)-1,2-O-isopropylidene-α-D-ribofuranose 
• 153186-10-8 ((3aR,5R,6S,6aR)-6-(benzyloxy)-5-((benzyloxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol 

Downstream Products

• 1029931-12-1 1-(2-O-acetyl-3,5-di-O-benzyl-4-p-toluenesulfonyloxymethyl-β-D-ribofuranosyl)-4-hydroxy-2-pyridone 
• 209968-88-7 1-(3,5-di-O-benzyl-4-C-(p-toluenesulphonyloxymethyl)-α-D-ribofuranosyl)thymine 
• 206055-62-1 (1S,3R,4R,7S)-7-(benzyloxy)-1-[(benzyloxy)methyl]-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 
• 206055-67-6 (1S,3R,4R,7S)-7-hydroxy-1-hydroxymethyl-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 
• 491842-74-1 1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-5-methyl-2-pyridone 
• 357436-36-3 1-[5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl]-2-pyridone 
• 357436-35-2 1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-2-pyridone 
• 600707-57-1 2-[5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl]-1-isoquinolone 
• 600707-56-0 2-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-1-isoquinolone 
• 867273-22-1 1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-2-nitroimidazole 
• 867273-21-0 1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)imidazole 
• 867273-19-6 1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]imidazole 

Relevant articles and documents

Synthesis of selenomethylene-locked nucleic acids (SeLNA) nucleoside unit bearing an adenine base

Synthesis of selenomethylene-locked nucleic acids nucleoside bearing an adenine base (SeLNA-A) was investigated. We first examined the stereoinversion reaction at 2′-positions of a 5′,3′-O-TIPDS-protected 4′-C-(hydroxymethyl)ribosyladenine derivative to give the corresponding arabinosyladenine. After triflation, treatment of the arabinosyladenine derivative with a mixture of selenium and sodium borohydride in ethanol managed to construct the desired SeLNA skeleton. Finally, removal of TIPDS by treating with fluoride gave the SeLNA-A nucleoside. In this study, we found the heat-labile property of SeLNA-A. It is necessary to know more precise characteristics of SeLNA to achieve its oligonucleotides synthesis.

Design, synthesis, and properties of 2′,4′-BNANC: A bridged nucleic acid analogue

The novel bridged nucleic-acid analogue 2′,4′-BNANC (2′-O,4′-C-aminomethylene bridged nucleic acid), containing a six-membered bridged structure with an N-O linkage, was designed and synthesized efficiently, demonstrating a one-pot intramolecul

Novel convenient syntheses of LNA [2.2.1]bicyclo nucleosides

LNA (Locked Nucleic Acids) is a novel oligonucleotide analogue containing [2.2.1]bicycle nucleoside monomers. A novel and significantly improved method for convergent synthesis of LNA [2.2.1]bicycle nucleosides using a 4-C-tosyloxymethyl-1,2-di-O-acetyl furanose as a key synthon is described. In addition, an alternative, robust linear approach allowing selective formation of the desired [2.2.1]bicyclo LNA nucleosides via a tricyclic nucleoside intermediate is introduced.