293736-30-8

Upstream product

• 100-39-0 benzyl bromide 
• 101856-96-6 (2S,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,4-dihydro-3-hydroxy-2-methyl-2H-pyran 
• 69980-52-5 2,3,4-tri-O-acetyl-L-rhamnopyranosyl bromide 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 34819-86-8 3,4-di-O-acetyl-6-deoxy-L-glucal 
• 53657-42-4 L-rhamnal 

Downstream Products

• 1561047-65-1 C₁₃H₁₈O₄ 
• 1561049-22-6 C₁₃H₁₈O₄ 
• 117249-16-8 1,5-anhydro-2,6-dideoxy-4-O-(phenylmethyl)-L-arabino-hex-1-enitol 
• 149561-65-9 (-)-(2S,3S)-3-(Benzyloxy)-2-methyl-2,3-dihydro-4H-pyran-4-one 

Relevant academic research and scientific papers

Modular continuous flow synthesis of orthogonally protected 6-deoxy glucose glycals

An efficient, modular continuous flow process towards accessing two orthogonally protected glycals is described with the development of reaction conditions for several common protecting group additions in flow, including the addition of benzyl, naphthylme

Synthesis of the α-Linked Digitoxose Trisaccharide Fragment of Kijanimicin: An Unexpected Application of Glycosyl Sulfonates

Previously, we demonstrated that glycosyl tosylates are effective for the synthesis of β-glycosides of gluco-configured 2-deoxy sugars. Here, we show the same sulfonate system can be used for the selective synthesis of α-glycosides containing the allo-con

Automated, Multistep Continuous-Flow Synthesis of 2,6-Dideoxy and 3-Amino-2,3,6-trideoxy Monosaccharide Building Blocks

An automated continuous flow system capable of producing protected deoxy-sugar donors from commercial material is described. Four 2,6-dideoxy and two 3-amino-2,3,6-trideoxy sugars with orthogonal protecting groups were synthesized in 11–32 % overall yields in 74–131.5 minutes of total reaction time. Several of the reactions were able to be concatenated into a continuous process, avoiding the need for chromatographic purification of intermediates. The modular nature of the experimental setup allowed for reaction streams to be split into different lines for the parallel synthesis of multiple donors. Further, the continuous flow processes were fully automated and described through the design of an open-source Python-controlled automation platform.

4-O-Acetyl-3-O-tert-butyldimethylsilyl-l-rhamnal: a building block in the stereoselective synthesis of 2-deoxy-α-l-rhamnopyranosides

The stereoselective synthesis of 2-deoxy-α-l-glycosides by addition of various acceptors to 4-O-acetyl-3-O-tert-butyldimethylsilyl-l-rhamnal promoted by triphenylphosphine-hydrogen bromide is developed.

Methods and compositions for the manufacture of C-3' and C-4' anthracycline antibiotics

The present invention discloses new and novel substituted anthracyclines with modified alkyl-aromatic ring substitutions on the C-3′ of the sugar moiety or modified or unmodified alkyl-aromatic ring substitutions at the C-4′ of the sugar moiety. It also d