3,6-DIHYDRO-1,2,2H-OXAZINE

Base Information

• Chemical Name: 3,6-DIHYDRO-1,2,2H-OXAZINE
• CAS No.: 3686-43-9
• Molecular Formula: C₄H₇NO
• Molecular Weight: 85.1057
• Mol file: 3686-43-9.mol

Synonyms:

Chemical Property of 3,6-DIHYDRO-1,2,2H-OXAZINE

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): 3
• Hazard Codes: 3

MSDS Files:

SDS file from LookChem

Useful:

Refernces

Acid-induced and reductive transformations of enantiopure 3,6-dihydro-2H-1,2-oxazines - Synthesis of dideoxyamino carbohydrate derivatives

10.1002/ejoc.200700792

The study investigates the acid-induced and reductive transformations of enantiopure 3,6-dihydro-2H-1,2-oxazines, which are carbohydrate-derived heterocycles. These oxazines, synthesized from lithiated alkoxyallenes and chiral carbohydrate-derived nitrones via a [3+3] cyclization, serve as versatile intermediates for creating various target compounds. Acid-catalyzed transformations of these oxazines yield enantiopure furano-1,2-oxazines or pyrano-1,2-oxazines, with reaction conditions dictating the degree of solvolysis. The N–O bond of these oxazines can be reductively cleaved using hydrogen/palladium or samarium diiodide, resulting in enantiopure aminofuran and aminopyran derivatives. These derivatives are essentially protected 4-amino-1,4-dideoxyhex-3-ulose or 4-amino-1,4-dideoxyoct-3-ulose derivatives, representing a short and stereocontrolled route to amino carbohydrate derivatives. The study also includes X-ray analysis of certain products to confirm their structures and investigate hydrogen bonding networks.