305834-12-2

Upstream product

• 100-39-0 benzyl bromide 
• 18469-06-2 methyl β-D-allo-pyranoside 
• 67-56-1 methanol 
• 2595-05-3 Diacetone D-glucose 

Downstream Products

• 321142-12-5 methyl 2,3,4-tri-O-benzyl-7-O-methyl-L-glycero-β-D-allo-heptopyranoside 
• 321142-44-3 methyl 2,3,4-tri-O-benzyl-L-glycero-β-D-allo-heptopyranoside 
• 321142-15-8 methyl 7-O-allyl-2,3,4-tri-O-benzyl-L-glycero-β-D-allo-heptopyranoside 
• 321142-08-9 methyl 2,3,4,7-tetra-O-benzyl-D-glycero-β-D-allo-heptopyranoside 
• 321142-09-0 methyl 2,3,4,7-tetra-O-benzyl-L-glycero-β-D-allo-heptopyranoside 
• 321142-43-2 methyl 2,3,4,6-tetra-O-benzyl-L-glycero-β-D-allo-heptopyranoside 
• 321142-42-1 methyl 7-O-allyl-2,3,4,6-tetra-O-benzyl-L-glycero-β-D-allo-heptopyranoside 
• 1310825-96-7 (3R,4R,5S,6R)-6-[(N-benzyl-N-(benzyloxycarbonyl))amino]-3,4,5-tris-(benzyloxy)-1,8-nonadiene 
• 1310825-97-8 (3R,4R,5S,6R)-6-[(N-benzyl-N-(benzyloxycarbonyl))amino]-3,4,5-tris(benzyloxy)-cycloheptene 
• 1310825-98-9 (1RS,2R,3S,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,3,4-tris(benzyloxy)-cycloheptanol 
• 1310825-99-0 (2S,3S,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,3,4-tris(benzyloxy)-cycloheptanone 
• 1314885-97-6 methyl 6-O-(4,6-di-O-acetyl-2,3-dideoxy-a-D-erythrohex-2-enopyranosyl)-2,3,4-tri-O-benzyl-b-D-allopyranoside 

Relevant academic research and scientific papers

First total synthesis of 3-Epi-calystegin B2

A straightforward chiral pool synthesis for a non-natural calystegin, 3-epi-B2, is described. Key steps of this synthesis include an ultrasound-assisted Zn-mediated tandem ring opening reaction followed by a Grubbs' catalyst-mediated ring closu

Efficient synthesis of (6-deoxy-glycopyranosid-6-yl) sulfone derivatives and their effect on Ca2+-ATPase

Synthesis of a series of novel (6-deoxy-glycopyranosid-6-yl) sulfone derivatives has been achieved using a general synthetic strategy. Yields were excellent in every case. The synthetic compounds were evaluated for their biological potential against Casu

Homologation of protected hexoses with Grignard C1 reagents

Derivatives of three stereoisomeric hexodialdo-1,5-pyranosides were reacted with four Grignard C1 reagents: methoxymethyl-, allyloxymethyl-, benzyloxymethyl, and dimethylphenylsilylmethyl-magnesium chlorides. Two stereoisomeric heptoses were obtained in each case in a good yield. The methyl alloside-derived heptosides were accompanied by C-5 inverted products. The addition of Grignard reagents to aldehydes 5-8 has been discussed in terms of parallel α- or β-chelated and Felkin-Anh transition states. It has been found that the silyl Grignard reagent 12 exhibits a strong preference for the formation of heptose derivatives of L-configuration at C-6. (C) 2000 Elsevier Science Ltd.

The cobalt-catalyzed oxygenative radical route from hexopyranosides to carbapentofuranoses

Cobalt-catalyzed radical cyclization/oxygenation of various 6-iodohex-1-enitols gave in one step the carbocyclic analogs of pentofuranoses. The reaction was run under very mild conditions and gave moderate to good yields of carbapentofuranoses within a few hours. All the possible 6-iodohex-1-enitol stereoisomers were prepared, and the influence of relative configurations and protecting groups was studied.