72605-74-4

Upstream product

• 55628-54-1 3,4,6-tri-O-benzyl-D-glucal 
• 473829-84-4 (2R,3S,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-(2-methyl-allyloxy)-tetrahydro-pyran 

Downstream Products

• 473829-85-5 (5R,7R,8S,9R)-8,9-Bis-benzyloxy-7-benzyloxymethyl-3-methyl-1,6-dioxa-spiro[4.5]dec-3-ene 
• 473829-86-6 (5S,7R,8S,9R)-8,9-Bis-benzyloxy-7-benzyloxymethyl-3-methyl-1,6-dioxa-spiro[4.5]dec-3-ene 
• 473829-88-8 (2R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(2-oxo-propoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 473829-89-9 (2R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Alkylidenecarbene insertion at anomeric C-H bonds. Synthesis of 3-deoxy-D-arabino-2-heptulosonic acid (DAH) and 3-deoxy-D-manno-2-octulosonic acid (KDO)

A novel method for the homologation of glycals to the corresponding 3-deoxy-2-ulosonic acids, based on the [1,5]-C-H bond insertion of alkylidenecarbenes, is presented. The application of this approach is illustrated through the synthesis of 3-deoxy-D-arabino-2-heptulosonic acid (DAH) and 3-deoxy-D-manno-2-octulosonic acid (KDO).