230307-31-0

Usage

3. Structure

Six-membered ring with hydroxyl groups at positions 5 and 6
4. Category: Lactone
5. Occurrence: Found as a metabolite in various organisms
6. Applications: Precursor in the synthesis of pharmaceutical drugs and natural products
7. Properties: Unique structure and reactivity, valuable building block for organic compound synthesis
8. Hydroxylation pattern: Target for enzymatic transformations and biotransformations in the production of new compounds
9. Potential: Compounds derived from δ-valerolactone have potential pharmaceutical properties.

Upstream product

• 200728-42-3 6-azido-2,3,6-trideoxy-D-erythro-hexono-1,4-lactone 
• 261722-05-8 6-azido-5-tert-butyldimethylsilyloxy-2,3,6-trideoxy-D-erythro-hexono-1,4-lactone 
• 261722-03-6 6-bromo-5-tert-butyldimethylsilyloxy-2,3,6-trideoxy-D-erythro-hexono-1,4-lactone 
• 107855-21-0 (5S,1'S)-5-(2'-bromo-1'-hydroxy)ethyl-4,5-dihydro-2-(3H)-furanone 
• 261722-17-2 (5S,6R)-6-tert-butyldimethylsilyloxy-5-hydroxyazepane-2-one 

Relevant academic research and scientific papers

Synthesis and structure of 6-amino-2,3,6-trideoxy-D-erythro-hexono-1,6-lactam and 6-amino-3,6-dideoxy-D-xylo-hexono-1,6-lactam

Solid-state conformations of 6-amino-2,3,6-trideoxy-D-erythro-hexono-1,6-lactam (3a) and 6-amino-3,6-dideoxy-D-xylo-hexono-1,6-lactam (7a) were determined using X-ray diffraction. Conformations of the compounds 3a, 7a, and their per-O-acetyl derivatives 4,5-di-O-acetyl-6-amino-2,3,6-trideoxy-D-erythro-hexono-1,6-lactam (3b) and 2,4,5-tri-O-acetyl-6-amino-3,6-dideoxy-D-xylo-hexono-1,6-lactam (7b) in solutions were deduced from the analysis of NMR spectra using a modified Karplus equation and compared with the results of circular dichroism measurement of lactams 3a and 7a. Conformation 4C(1,N) was revealed for solid lactams 3a and 7a and for lactams 7a and 7b in solution, while lactams 3a and 3b in solution exist in the ~1:1 equilibrium of the conformers 4C(1,N) and (1,N)C4. Copyright (C) 2000 Elsevier Science Ltd.

Studies on the synthesis of chiral nonracemic 3,4-disubstituted azepanes, a formal synthesis of (+)- and (-)-balanol

Sugar lactones were converted to 3,4-disubstituted azepanes and caprolactam derivatives by selective deoxygenation, functionalization and reductive cyclization. The cyclization proved troublesome with 6-azidolactols but led to good results with the corres