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Synthesis and Structure Determination of (3S, 5S)-2,3,5,6-Tetrahydro-3,5-dialkyl-N-(tert-butyloxycarbonyl)-4H-1,4-oxazine-2-ones

✍ Scribed by William R. Baker; Stephen L. Condon; Stephen Spanton

Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
257 KB
Volume
33
Category
Article
ISSN
0040-4039

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✦ Synopsis

5S)-2.3~,6-Tetrahydro-5-alkyl-N-(tert-butylo~carbonyl)-4~~-1 .I-oxarine-2-ones. which are readily prepared from optically pure 2-amino alcohols a&late selectively at the C-3 position to give (3S, SS)-dialkyl-2.35,6-tetrahydro-S-alkyl-N-(tertbutyloxycarbonyl)-4H-1.4-oxarine-2-ones in good yield. The structures of compounds

Je, SC. Sg ,6h, and 5h (p-bromobenzoate) were determined by single crystal X-ray analysis. The structure of Sb was determined by conversion to optically active dials 6 and 7 and the structure of Sf was determined by correlation to SC.

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