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(−)-(1S,4S,6R,8R)-[11,11-Dimethyl-5-(4-tolylsulfonyl)-3-oxa-5-azatricyclo[6.2.1.01,6]undec-4-yl](phenyl)methanone

✍ Scribed by Ko, Kwang-Youn ;Yun, Hoseop

Publisher
International Union of Crystallography
Year
2007
Tongue
English
Weight
442 KB
Volume
63
Category
Article
ISSN
1600-5368

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✦ Synopsis

The absolute configuration of the title compound, C 25 H 29 NO 4 S, has been determined unambiguously. The benzoyl group lies in an axial position and the oxazine ring adopts a chair conformation. One of the interesting features of this structure is that the carbonyl group is nearly perpendicular to the -C-O bond.

Related literature

A similar N-tosyl-1,3-oxazine ring derived from pulegone has been reported to possess a boat conformation (Rochon & Breau, 1999).

For related literature, see: Juaristi et al. (1986); Ko & Park (1997).

📜 SIMILAR VOLUMES

(5S,6R)-4,5-Dimeth­yl-6-phenyl­morpholin
(5S,6R)-4,5-Dimeth­yl-6-phenyl­morpholine-2,3-dione
✍ Yan, Ji-Dan ;Lu, Ming ;Guo, Yu-Ping ;Li, Chun-Bao ;Tang, Xiang-Yang 📂 Article 📅 2005 🏛 International Union of Crystallography 🌐 English ⚖ 101 KB

In the title compound, C 12 H 13 NO 3 , the angles at the Csp 3 atoms in the vicinity of the morpholine ring are slightly strained, as indicated by the values of 113.08 (13) and 115.18 (14) for C-C-C angles and 106.98 (13) for the N-C-C angle.

(3S,6R)-3-Benzyl­oxymeth­yl-6-meth­yl-1,
(3S,6R)-3-Benzyl­oxymeth­yl-6-meth­yl-1,4-dioxane-2,5-dione
✍ Kooijman, Huub ;Leemhuis, Mark ;Nostrum, Cornelus F. van ;Hennink, Wim E. ;Spek, 📂 Article 📅 2005 🏛 International Union of Crystallography 🌐 English ⚖ 193 KB

The ring itself has a somewhat flattened twist-boat conformation. C-HÁ Á ÁO interactions join the molecules into a twodimensional network running parallel to the (101) plane.