219854-35-0

Upstream product

• 67-56-1 methanol 
• 219854-34-9 3-O-benzyl-4-[(benzyloxy)methyl]-1,2-O-(1-methylethylidene)-5-O-(methylsulfonyl)-β-L-lyxofuranose 
• 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

• 219854-44-1 Acetic acid (3R,4S,5S)-4-benzyloxy-5-benzyloxymethyl-5-methanesulfonyloxymethyl-2-methoxy-tetrahydro-furan-3-yl ester 
• 223590-98-5 (1S,3RS,4R,7S)-7-benzyloxy-1-benzyloxymethyl-3-methoxy-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 
• 219854-53-2 (1S,3S,4R,7S)-7-hydroxy-1-hydroxymethyl-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 
• 290348-24-2 (3R/S)-(1S,4R,7S)-7-benzyloxy-1-benzyloxymethyl-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 
• 219854-46-3 Acetic acid (2S,3R,4S,5S)-4-benzyloxy-5-benzyloxymethyl-5-methanesulfonyloxymethyl-2-phenylsulfanyl-tetrahydro-furan-3-yl ester 
• 219854-48-5 (1S,3S,4R,7S)-7-Benzyloxy-1-benzyloxymethyl-3-phenylsulfanyl-2,5-dioxa-bicyclo[2.2.1]heptane 
• 296250-75-4 (2S,3S,4R)-4-acetoxy-3-(tert-butyldimethylsilyloxy)-4-(4,4'-dimethoxytrityl)oxymethyl-2-((thymin-1-yl)methyl)tetrahydrofuran 
• 296250-74-3 (2S,3S,4R)-3-(tert-butyldimethylsilyloxy)-4-(4,4'-dimethoxytrityl)oxymethyl-4-hydroxy-2-((thymin-1-yl)methyl)tetrahydrofuran 
• 296250-76-5 (2S,3S,4R)-4-acetoxy-3-hydroxy-4-(4,4'-dimethoxytrityl)oxymethyl-2-((thymin-1-yl)methyl)tetrahydrofuran 
• 296250-73-2 (2S,3S,4R)-3,4-dihydroxy-4-(4,4'-dimethoxytrityl)oxymethyl-2-((thymin-1-yl)methyl)tetrahydrofuran 
• 296250-80-1 (2S,3S,4R)-3-hydroxy-4-hydroxymethyl-4-O-methoxalyloxy-3-O,O-(hydroxymethyl)-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2-((p-toluenesulfonyloxy)methyl)tetrahydrofuran 
• 296250-79-8 (2S,3S,4R)-3,4-dihydroxy-4-hydroxymethyl-3-O,O-(hydroxymethyl)-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2-((p-toluenesulfonyloxy)methyl)tetrahydrofuran 
• 296250-70-9 (2S,3S,4S)-4-acetoxy-3-benzyloxy-4-benzyloxymethyl-2-(thymin-1-ylmethyl)tetrahydrofuran 

Relevant academic research and scientific papers

Synthesis and chemoselective activation of phenyl 3,5-di-O-benzyl-2-O,4-C-methylene-1-thio-β-D-ribofuranoside: A key synthon towards α-LNA

A bicyclic thiofuranoside (phenyl 3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranoside) was efficiently synthesized and introduced as the key synthon in a method for convergent synthesis of α- and β-LNA nucleosides; acid-induced ring-opening reactions of

Synthesis of abasic locked nucleic acid and two seco-LNA derivatives and evaluation of their hybridization properties compared with their more flexible DNA counterparts

To investigate the structural basis of the unique hybridization properties of LNA (locked nucleic acid)1 three novel LNA derivatives with modified carbohydrate parts were synthesized and evaluated with respect to duplex stabilities. The abasic LNA monomer2 (X(L), Figure 1) with the rigid carbohydrate moiety of LNA but no nucleobase attached showed no enhanced duplex stabilities compared to its more flexible abasic DNA counterpart (X, Figure 1). These results suggest that the exceptional hybridization properties of LNA primarily originate from improved intrastrand nucleobase stacking and not backbone preorganization. Two monocyclic seco-LNA derivatives, obtained by cleavage of the C1' - O4' bond of an LNA monomer or complete removal of the O4' - furanose oxygen atom (Z(L) and dZ(L), respectively, Figure 1), were compared to their acyclic DNA counterpart3 (Z, Figure 1). Even though they are more constrained than Z, the seco-LNA derivatives Z(L) and dZ(L) destabilize duplex formation even more than the flexible seco-DNA monomer Z.

A new synthetic approach towards α- and β-LNA (locked nucleic acids)

A bicyclo[2.2.1] phenyl thioglycoside was efficiently synthesised and introduced as the key synthon in a novel method for convergent synthesis of β-LNA-nucleosides as well as their α-configurated isomers. An acid-induced ring-opening reaction on the corre