86833-19-4

Upstream product

• 58650-53-6 benzyl exo-2,3:4,6-di-O-benzylidene-α-D-mannopyranoside 
• 86834-06-2 3-O-benzyl-endo-1,2:4,6-di-O-benzylidene-α-D-glucopyranose 
• 484647-44-1 benzyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-toluenesulfonyl)-α-D-glucopyranoside 
• 2280-44-6 D-Glucose 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 79549-73-8 benzyl 4,6-O-(phenylmethylene)-α-D-glucopyranoside 
• 100-51-6 benzyl alcohol 
• 484647-43-0 benzyl 4,6-O-benzylidene-2-O-(p-toluenesulfonyl)-α-D-glucopyranoside 

Downstream Products

• 162518-32-3 (2R,4aR,6S,7S,8S,8aR)-6,8-Bis-benzyloxy-7-((4R,5R)-2,2-diethyl-5-hydroxymethyl-[1,3]dioxolan-4-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 
• 162518-31-2 (S)-5-((2R,4aR,6S,7S,8S,8aR)-6,8-Bis-benzyloxy-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-2,2-diethyl-[1,3]dioxolan-4-one 
• 484647-46-3 benzyl 3,4-di-O-benzyl-2-O-(p-methoxybenzyl)-α-D-glucopiranoside 
• 484647-47-4 benzyl 3,4-di-O-benzyl-6,7-dideoxy-2-O-(p-methoxybenzyl)-α-D-gluco-hept-6-enopyranoside 
• 162601-68-5 (2R,4aR,6S,8S,8aR)-6,8-Bis-benzyloxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one 
• 78727-71-6 benzyl 3,4-di-O-benzyl-α-D-mannopyranoside 
• 86342-15-6 benzyl 2-O-allyl-3,4-di-O-benzyl-α-D-rhamnopyranoside 
• 86342-17-8 benzyl 3,4-di-O-benzyl-α-D-rhamnopyranoside 
• 86342-13-4 benzyl 2-O-allyl-3,4-di-O-benzyl-6-O-(p-toluenesulfonyl)-α-D-mannopyranoside 
• 86353-43-7 benzyl 2-O-allyl-3,4-di-O-benzyl-α-D-mannopyranoside 
• 86342-12-3 benzyl 2-O-allyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 

Relevant academic research and scientific papers

Total synthesis of desferrisalmycin B

The first total synthesis of a naturally occurring siderophore antibiotic, desferrisalmycin B, is described, and the configuration of the unknown stereocenter is assigned. The synthesis features a synthetic strategy of constructing the novel amino-heptopyranoside component by stereoselective dihydroxylation followed by a Bose-modified Mitsunobu reaction. Through this convergent approach, other members of salmycins should also be synthetically accessible.

HYDROGENOLYSIS OF THE ISOMERIC 1,2:4,6-DI-O-BENZYLIDENE-α-D-GLUCOPYRANOSE DERIVATIVES WITH THE LiAlH4-AlCl3 REAGENT

Both isomers of 1,2:4,6-di-O-benzylidene-α-D-glucopyranose (and their 3-O-acetyl and 3-O-benzyl derivatives) have been prepared and their 1H- and C13-n.m.r.spectra assigned.The mode of hydrogenolysis of the dioxolane ring in these isomers by the LiAlH4-Al

CHEMO-, STEREO- AND REGIOSELECTIVE HYDROGENOLYSIS OF CARBOHYDRATE BENZYLIDENE ACETALS. SYNTHESIS OF BENZYL ETHERS OF BENZYL α-D-, METHYL β-D-MANNOPYRANOSIDES AND BENZYL α-D-RHAMNOPYRANOSIDE BY RING CLEAVAGE OF BENZYLIDENE DERIVATIVES WITH THE LiAlH4-AlCl3

Treatment of benzyl α-(1) and methyl β-D-mannopyranoside (2) with α,α-dimethoxytoluene gave the exo and endo isomers (3,5 and 4,6) of the dibenzylidene derivatives of 1 and 2.Hydrogenolysis of the exo isomers (3 and 5) with a molar equivalent of AlH2Cl ga