178885-18-2

Upstream product

• 178885-17-1 Benzoic acid (2R,3R,4S,5S,6S)-2-hydroxymethyl-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester 
• 131089-34-4 3-O-benzoyl-6-O-(t-butyldiphenyl)silyl-α-D-mannopyranoside 
• 178885-10-4 methyl 3-O-benzoyl-6-O-[(tert-butyl)diphenylsilyl]-α-D-mannopyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 178885-11-5 Benzoic acid (2R,3R,4S,5S,6S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester 

Downstream Products

• 178885-07-9 Benzoic acid (3S,4S,5S,6S)-2-[1-acetoxy-meth-(Z)-ylidene]-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester 
• 178885-09-1 Benzoic acid (2R,3R,5R,6R)-4-acetoxy-3,5-dihydroxy-2,6-bis-methoxymethoxy-cyclohexyl ester 
• 178885-08-0 Benzoic acid (1R,2R,3R,4R,6S)-4-acetoxy-3-hydroxy-2,6-bis-methoxymethoxy-5-oxo-cyclohexyl ester 
• 178885-12-6 Benzoic acid (2R,3S,5S,6R)-3,4,5-trihydroxy-2,6-bis-methoxymethoxy-cyclohexyl ester 
• 178885-14-8 (1S,3S,4R,6R)-4,6-Bis-methoxymethoxy-cyclohexane-1,2,3,5-tetraol 

Relevant academic research and scientific papers

Synthesis of L-chiro-inositol-1,2,3-trisphosphate and -1,2,3,5- tetrakisphosphate by Ferrier reaction of methyl α-D-mannopyranoside

The Ferrier rearrangement of a methyl α-D-mannopyranoside derivative (8a), followed by a stereoselective reduction gave a L-chiro-inositol derivative (2), which was converted to L-chiro-inositol 1,2,3-trisphosphate (3) and L-chiro-inositol 1,2,3,5-tetxakisphosphate (4). Compounds 3 and 4 may be considered to be the C3-position stereoisomers of D-myo-inositol 1,2,6- trisphosphate (α-trinositol) and D-myo-inositol 1,3,4,5-tetrakisphosphate, respectively, and should be useful for the binding studies with their macromolecular counterparts.