244282-24-4

Upstream product

• 118243-90-6 3,4,6-tri-O-benzyl-1,2-O-sulfinyl-α-D-glucopyranoside 
• 108-93-0 cyclohexanol 
• 451463-08-4 (Z)-2-O-prop-1'-enyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride 
• 55628-54-1 3,4,6-tri-O-benzyl-D-glucal 
• 301645-94-3 methyl 2-O-(prop-1-enyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 85993-78-8 2-O-acetyl-3,4,6-tri-O-benzyl-D-mannopyranosyl chloride 
• 127299-77-8 phenyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 129163-10-6 methyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 244282-19-7 phenyl 3,4,6-tri-O-benzyl-2-O-(2-propenyl)-1-thio-α-D-mannopyranoside 
• 138181-67-6 phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 358351-59-4 2-O-allyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride 
• 104639-36-3 3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride 
• 124684-91-9 2-O-acetyl-3,4,6-tri-O-benzyl-1-deoxy-α-D-mannopyranosyl fluoride 
• 68681-00-5 3,4,6-tri-O-benzyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose 

Downstream Products

• 152141-30-5 (2R,3S,4S,5S,6R)-2-Cyclohexyloxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 

Relevant academic research and scientific papers

Experimental evidence on the hydroxymethyl group conformation in alkyl β-D-mannopyranosides

A rotational population study of the hydroxymethyl group of alkyl β-D-mannopyranosides was performed by means of CD and NMR spectroscopy. Three different benzyl, acetyl, and p-bromobenzoyl series of alkyl β-D-mannopyranosides with different chiral and non

Allyl protecting group mediated intramolecular aglycon delivery (IAD) of glycosyl fluorides

Stereospecific 1,2-cis-glycosylation of 2-O-allyl protected glucosyl and mannosyl fluorides can be achieved via a sequence of allyl isomerization, N-iodosuccinimide mediated tethering, and intramolecular aglycon delivery (IAD). Fluoride is advantageous as

Stereoselective 1,2-cis glycosylation of 2-O-Allyl protected thioglycosides

The technique of intramolecular aglycon delivery (IAD), whereby a glycosyl acceptor is temporarily appended to a hydroxyl group of a glycosyl donor is an attractive method that can allow the synthesis of 1,2-cis glycosides in an entirely stereoselective f

Stereospecific synthesis of 1,2-cis glycosides by allyl-mediated intramolecular aglycon delivery. 2.The use of glycosyl fluorides.

[reaction: see text] Stereospecific 1,2-cis glycosylation of 2-O-allyl-protected glucosyl and mannosyl fluorides via a sequence of allyl isomerization, N-iodosuccinimide-mediated tethering, and intramolecular aglycon delivery (IAD) is reported. The use of

N-Iodosuccinimide-mediated intramolecular aglycon delivery

Enol ethers may be accessed via Tebbe methylenation of either 2-O acetates or para-methoxybenzoates. N-Iodosuccinimide may then be employed to achieve both tethering and thioglycoside activation allowing the stereoselective synthesis of α-glucosides and β-mannosides, either in a one or two step procedure.

Stereoselective cis glycosylation of 2-O-allyl protected glycosyl donors by intramolecular aglycon delivery (IAD)

2-O-Allyl protected glycosyl donors may be glycosylated stereoselectively via a three step sequence involving double bond isomerization, N-iodosuccinimide mediated tethering to a glycosyl acceptor and subsequent intramolecular glycosylation (intramolecula

Stereoselective synthesis of α-glucosides and β-mannosides: Tethering and activation with W-iodosuccinimide

The stereoselective synthesis of both a-glucosides and β-mannosides may be readily achieved by the use of AModosuccinimde, both to effect mixed ketal formation and subsequent intramolecular aglycon delivery (IAD). Thieme Stuttgart.

Stereoselective, Lewis acid-catalyzed glycosylation of alcohols by glucose 1,2-cyclic sulfites

α-D-Glucopyranose-1,2-cyclic sulfites (1a-c) have been prepared by reaction of a suitably protected glucose residue and thionyl diimidazole. Reaction of these compounds with alcohols in the presence of Yb(OTf)3 or Ho(OTf)3 stereosele