94530-14-0

Upstream product

• 74152-55-9 5-deoxy-1,2-O-isopropylidene-3-(1-methoxy-1-methyl ethyl)-α-D-xylo-hexofuranose 
• 7284-07-3 5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-eno-furanose 
• 100-39-0 benzyl bromide 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 74152-53-7 O¹,O²-isopropylidene-O³-methanesulfonyl-α-D-xylo-5,6-dideoxy-hex-5-enofuranose 
• 94844-70-9 5-deoxy-1,2-O-isopropylidene-3-O-methanesulfonyl-D-glucofuranose 
• 148324-13-4 6-O-benzyl-5-deoxy-1,2-O-isopropylidene-3-O-methanesulfonyl-D-glucofuranose 

Downstream Products

• 94530-15-1 6-O-benzyl-5-deoxy-1,2-O-isopropylidene-3-trifluoromethylsulphonyl-α-D-xylo-hexofuranose 
• 148324-06-5 4-benzyloxy-2(R)-formyloxybutanal 
• 198706-76-2 7-O-benzyl-6-deoxy-D-xyloheptulose 
• 94530-20-8 (R)-4-hydroxy-2-benzyloxymethylcyclopent-2-en-1-one 
• 94530-16-2 6-O-benzyl-3,5-dideoxy-1,2-O-isopropylidene-α-D-glycero-hex-3-enofuranose 
• 94530-17-3 (R)-6-O-benzyloxy-2-hydroxy-4-oxohexanal 
• 94530-18-4 (R)-4-hydroxy-2-benzyloxymethylcyclopent-2-en-1-one benzoate 
• 94530-19-5 (S)-4-hydroxy-2-benzyloxymethylcyclopent-2-en-1-one benzoate 

Relevant academic research and scientific papers

Chemoenzymatic carbon-carbon bond formation leading to non-carbohydrate derivative. Stereoselective synthesis of pentamycin C-11-C-16 fragment

Chemoenzymatic formation of 8 from an aldehyde 5 and dihydroxyacetone phosphate 6 was achieved by the use of fructose 1,6-diphosphate aldolase as a catalyst. Transformation of 8 to 20, corresponding to pentamycin C-11-C-16 fragment, was accomplished via 18a and 18b by chemical processes.

A Concise And General Entry into (R)-4-Hydroxy-2-Substituted Cyclopent-2-enones from D-Glucose: Chiral Intermediates for the Synthesis of PGE2, (-)-Pentenomycin I, and Allethrin

A general strategy for the transformation of D-glucose into different (R)-4-hydroxycyclopent-2-enones is described.This has been illustrated by the synthesis of (R)-2--4-hydroxycyclopent-2-enone, (R)-2-benzyloxymethyl-4-hydroxycyclopent-2-enone, and (R)-2-allyl-4-hydroxycyclopent-2-enone, which are potential chiral synthons for prostaglandin E2, the antibiotic (-)-pentenomycin I, and the synthetic insecticide allethrin, respectively.The second chiral synthon was obtained by two different routes, one of them involving a novel palladium(0)-catalysed rearrangement of a vinyloxirane intermediate.