690981-80-7

Upstream product

• 547769-33-5 C₂₂H₂₅NO₄ 
• 106-95-6 allyl bromide 
• 162740-21-8 (Z)-N-benzyl-(3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranos-5-ylidene)amine N-oxide 
• 690981-78-3 3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-(N-benzyl-N-hydroxyamino)-β-L-ido-7-eno-octo-1,4-furanose 

Downstream Products

• 690981-82-9 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-(N-benzyl-N-benzoxycarbonylamino)-β-L-ido-7-eno-octo-1,4-furanose 
• 760974-20-7 (S)-N-allyl-N-benzyl-1-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)but-3-en-1-amine 
• 690981-84-1 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-(N-benzyl-N-benzoxycarbonylamino)-β-L-ido-hepto-dialdo-1,4-furanose 
• 760974-21-8 (S)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,2,3,6-tetrahydropyridine 
• 690981-97-6 1,2-O-isopropylidene-5,6,7,8,9-penta-deoxy-5,9-(N-benzoxycarbonyl-imino)-β-L-ido-nona-1,4-furanose 
• 329361-93-5 5,6,7,8-tetradeoxy-5,8-(N-benzyloxycarbonylimino)-1,2-O-isopropylidene-β-L-ido-oct-1,4-furanose 
• 887239-65-8 5,6,7,8-tetradeoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-β-L-ido-octo-1,4-furanose 

Relevant academic research and scientific papers

A short and common stereoselective approach to 5/6, 6/6, 6/7 bicyclic aza sugars

An efficient and highly stereoselective approach to bicyclic aza sugars is described using Grignard reaction on an N-benzyl imine derived from 3-O-benzyl-1,2-O-isopropylidine-α-d-xylo-pentodialdofuranose, ring closing metathesis, and reductive cyclization

An efficient synthesis of trihydroxy quinolizidine alkaloids using ring-closing metathesis

The sequential C- and N-allylation of D-glucose-derived nitrone 2 provides the required diene functionality with nitrogen linker that was used in ring-closing metathesis pathway in the synthesis of quinolizidine alkaloids 1a and 1b.

Synthesis of trihydroxy quinolizidine alkaloids: 1,3-Addition reaction of allylmagnesium bromide to a sugar nitrone

The synthesis of (1R,2R,3S,9aR) and (1R,2R,3S,9aS) trihydroxy quinolizidine alkaloids 3a and 3b from D-glucose derived nitrone 4 is described. The key transformation involves the 1,3-addition of allylmagnesium bromide to nitrone 4 that afforded high diast