𝔖 Bobbio Scriptorium
✦   LIBER   ✦

(1S,2R,2′S,3′aS,5R)-2′-[(1S)-1-Hydroxy­ethyl]-2-isopropyl-5,5′-dimethyl-3′,3′a-dihydro-2′H-spiro­[cyclo­hexane-1,6′-imidazo[1,5-b]isoxazol]-4′(5′H)-one

✍ Scribed by Aouadi, Kaiss ;Jeanneau, Erwann ;Praly, Jean-Pierre

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

No coin nor oath required. For personal study only.

✦ Synopsis

Cycloaddition of a (−)-menthone-derived nitrone to racemic but-3-en-2-ol led to two spirobicyclic heterocycles, with opposite configurations at the C atom attached to the OH group. This paper describes the R epimer of the 1-hydroxyethyl substituent in imidazoisoxazole C~17~H~30~N~2~O~3~, (I). The S epimer, (II), is presented in the next article [Aouadi, Jeanneau & Praly (2007), Acta Cryst. E67, o1327–o1329]. The absolute configurations of both epimers were assigned from the known configuration of the starting (−)-menthone derived nitrone. In (I), there is an O—H...O hydrogen bond (O—H...O = 1.96 Å and O—H...O = 168°) that links the molecules into left-handed helices along the b axis. In addition, there are C—H...O and C—H...N hydrogen bonds.

📜 SIMILAR VOLUMES

(1S,2R,2′S,3′aS,5R)-2′-[(1R)-1-Hydroxy­e
(1S,2R,2′S,3′aS,5R)-2′-[(1R)-1-Hydroxy­ethyl]-2-isopropyl-5,5′-dimethyl-3′,3′a-dihydro-2′H-spiro­[cyclo­hexane-1,6′-imidazo[1,5-b]isoxazol]-4′(5′H)-one
✍ Aouadi, Kaiss ;Jeanneau, Erwann ;Praly, Jean-Pierre 📂 Article 📅 2007 🏛 International Union of Crystallography 🌐 English ⚖ 328 KB

Cycloaddition of a (−)-menthone-derived nitrone to racemic but-3-en-2-ol led to two spirobicyclic heterocycles, with opposite configurations at the C atom attached to the OH group. This paper describes the __S__ epimer of the 1-hydroxyethyl substituent in imidazoisoxazole C~17~H~30~N~2~O~3~, (I). Th

(+)-(1S,2S,3S,4R,5R)-1-Ammonio-5-hydroxy
(+)-(1S,2S,3S,4R,5R)-1-Ammonio-5-hydroxy­methyl­cyclo­hexane-2,3,4-triol chloride
✍ Chang, Hongjie ;Zhu, Jiarong ;Feng, Xiaolong ;Xu, Huaidong 📂 Article 📅 2004 🏛 International Union of Crystallography 🌐 English ⚖ 453 KB

Single-crystal X-ray study T = 293 K Mean '(C±C) = 0.005 A Ê Disorder in main residue R factor = 0.047 wR factor = 0.124 Data-to-parameter ratio = 15.9 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.

Synthesis of (R)-5-(Di[2,3-3H2]propylami
Synthesis of (R)-5-(Di[2,3-3H2]propylamino)5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-one ([3H]U-86170) and (R)-5-([2,3-3H2]Propylamino)-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-one ([3H]U-91356)
✍ Malcolm W. Moon; Richard S. P. Hsi 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 French ⚖ 542 KB

## Abstract (__R__)‐5‐(diallylamino)‐5,6‐dihydro‐4__H__‐imidazo[4,5,1‐__ij__]quinolin‐2(1__H__)‐one (__12b__) was prepared in 9% overall yield from 3‐aminoquinoline. Reaction of __12b__ in ethyl acetate with tritium gas in presence of a 5% platinum on carbon catalyst afforded a mixture of (__R__)‐5

1′-Methyl-2′′-phenyl­cyclo­hexane-1-spir
1′-Methyl-2′′-phenyl­cyclo­hexane-1-spiro-4′-[acenaphthene-1-spiro-2′-pyrrolidine-3′-spiro-4′′(5′′H)-[1,3]­oxazole]-2,5′′-dione
✍ Selvanayagam, S. ;Velmurugan, D. ;Ravikumar, K. ;Jayashankaran, J. ;Durga, R. Ra 📂 Article 📅 2004 🏛 International Union of Crystallography 🌐 English ⚖ 259 KB

In the title compound, C 29 H 26 N 2 O 3 , the pyrrolidine ring adopts an envelope conformation and the cyclohexane ring adopts a chair conformation. The structure is stabilized by intramolecular CÐHÁ Á ÁO and %±% interactions.