184000-85-9

Upstream product

• 4005-49-6 N-benzoyladenine 
• 223906-62-5 <5'-13C>pent-4-enyl 2',3',5'-tri-O-benzoyl-β-D-erythro-pentofuranoside 
• 288851-18-3 [5'-13C]pent-4-enyl 2;,3',5'-tri-O-benzoyl-α-D-erythropentofuranoside 
• 54447-56-2 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-[5-13C]ribose 
• 98-88-4 benzoyl chloride 
• 184000-83-7 methyl 2,3,5-tri-O-benzoyl-D-[5-13C]ribofuranoside 

Downstream Products

• 54447-57-3 [5'-13C]adenosine 
• 445434-00-4 N⁶-benzoyl-2'-deoxy-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]adenosine 
• 445433-92-1 C₂₈⁽¹³⁾CH₄₃N₅O₆Si₂ 
• 445433-96-5 N⁶-benzoyl-2'-O-phenoxythiocarbonyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]adenosine 

Relevant academic research and scientific papers

A convenient and practical synthesis of coenzyme B12 enriched in 13C in the cobalt-bound carbon

[A15-13C]Adenosylcobalamin in which the labeled carbon is bound to the cobalt atom, and its analogs were synthesized from D-[5-13C]ribose through anomeric hydroxyl activation, coupling with adenosines, and then alkylation of reduced

Synthesis of [5'-13C]ribonucleosides and 2'-deoxy[5'-13C]ribonucleosides.

The present efficient synthesis of [5'-13C]ribonucleosides and 2'-deoxy[5'-13C]ribonucleosides is characterized by the synthesis of the D-[5-13C]ribose derivative as an intermediate via the Wittig reaction of 4-aldehydo-D-erythrose dialkyl acetals with Ph3P13CH3I-BuLi to introduce the 13C label at the 5-position of a pentose. This was followed by the highly diastereoselective osmium dihydroxylation for the preparation of 2,3-di-O-benzyl-D-[5-13C]ribose dialkyl acetal and the cyclization from D-[5-13C]ribose dialkyl acetal derivatives to the alkyl D-[5-13C]ribofuranoside derivative by the use of LiBF(4). The obtained D-[5-13C]ribose derivative was converted into [5'-13C]ribonucleosides and subsequently into the corresponding 2'-deoxynucleosides.

Synthesis of {[A15-13C]5'-deoxy-N1-methyladenosylcobalamin+}Cl-

The synthesis of {[A15-13C]5'-deoxy-N1-methyladenosylcobalamin+}Cl-, an analog of coenzyme B12, was accomplished by glycosidation of [5-13C]D-ribose with 4-pentenol, followed by benzoylation, coupling