116697-27-9

Upstream product

• 88096-30-4 methyl 2,4-dideoxy-3-O-allyl-α and β-D-threo-hexapyranosides 
• 88096-32-6 methyl 2,4-dideoxy-6-O-benzyl-3-O-allyl-α- and β-D-threo-hexopyranosides 
• 50880-93-8 levoglucosan tritosylate 
• 14241-58-8 (1R,3S,5S)-6,8-dioxabicyclo[3.2.1]octan-3-ol 
• 80127-52-2 methyl 2,4-dideoxy-6-O-benzyl-α- and β-D-threo-hexopyranosides 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 100-39-0 benzyl bromide 
• 110772-23-1 [(2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-methanol 
• 88096-28-0 1,6-anhydro-2,4-dideoxy-3-O-allyl-β-D-threo-hexopyranose 

Downstream Products

• 116697-28-0 (4R,6S)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-ol 
• 116627-67-9 (4R,6S)-trans-4--6-iodomethyltetrahydropyran-2-one 
• 927211-52-7 (4R,6S)-4-tert-butyldiphenylsilyloxy-6-(hydroxymethyl)tetrahydropyran-2-one 
• 116627-69-1 (4R,6S)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-one 
• 927211-53-8 (4R,6S)-4-tert-butyldiphenylsilyloxy-6-(p-tosyloxymethyl)tetrahydropyran-2-one 
• 88096-38-2 2,4-dideoxy-3-O-diphenyl-t-butylsilyl-6-O-benzyl-α- and β-D-threo-hexopyranoses 
• 88096-40-6 (4S,6S)-3-diphenyl-t-butylsilyloxy-6-benzoyloxymethyltetrahydropyran-2-one 
• 82415-18-7 (2S,4S,6S,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane-2-methanol 

Relevant academic research and scientific papers

SYNTHESES OF 4(R)-SILYLOXY-6(S)-IODOMETHYL-TETRAHYDROPYRAN-2-ONE AND ITS ENANTIOMER, BUILDING BLOCKS FOR HMG-COA REDUCTASE INHIBITORS

Optically pure 4(R),6(S)-iodolactone 1 was obtained from α-D-(+)-glucose in 17 steps with 17percent overall yield.Its enantiomer 4(S),6(R)-iodolactone 1' was obtained from acetonedicarboxylic acid in 9 steps in 37percent overall yield and with 70percent e

Preparation of a Chiral Lactone from Leavoglucosan; a Key Intermediate for Synthesis of the Spiroacetal Moietes of the Avermectins and Milbemycins

A synthesis of two diprotected (4S,6S)-4-hydroxy-6-hudroxymethyltetrahydropyran-2-ones has been developed from laevoglucosan.Reaction of these lactones with a substituted chiral lithium acetylide followed by hydrogenation and acid-catalysed cyclisation led to formation of the spiroacetal moiety of milbemycin α1 and α3.The acetylene was prepared by resolution of racemic material obtained from reaction of lithium acetylide and cis-butene epoxide.Alternatively a stereocontrolled synthesis was developed from (S)-methyl-3-hydroxy-2-methylpropionate which involved 'chelation controlled' addition of lithium dimethylcuprate to the corresponding tetrahydropyranyloxy aldehyde.