A (1R,2R,5R)-(+)-2α-hydroxypinan-3-one ketimine

Joshua T. Ayers; Vijayakumar N. Sonar; Sean Parking; Linda P. Dwoskin; Peter A. Crooks

doi:10.1107/S1600536805023287

A (1R,2R,5R)-(+)-2α-hydroxypinan-3-one ketimine

Joshua T. Ayers, Vijayakumar N. Sonar, Sean Parking, Linda P. Dwoskin, Peter A. Crooks

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

The title compound {systematic name: (1R,2R,5R)-(+)-2-hydroxy-2,6,6- trimethyl-3-[(3-pyridyl)methylimino]bicyclo-[3.1.1]heptane}, C ₁₆H₂₂O, was obtained by the condensation reaction of (1R,2R,5R)-(+)-2α-hydroxypinan-3-one with 3-(aminomethyl)pyridine in the presence of boron trifluoride. The compound was obtained as an enantiomerically pure isomer, and has the 1R,2R,5R configuration. In the crystal structure, molecules are linked together by intermolecular O-H⋯N hydrogen bonds between the hydroxy group of the pinanone group and the N atom of the pyridine ring, forming molecular chains.

Original language	English
Pages (from-to)	o2682-o2684
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	61
Issue number	8
DOIs	https://doi.org/10.1107/S1600536805023287
State	Published - Aug 1 2005

ASJC Scopus subject areas

Chemistry (all)
Materials Science (all)
Condensed Matter Physics

Access to Document

10.1107/S1600536805023287

Cite this

@article{3efe884b45054923ab4c1c330785a9d8,

title = "A (1R,2R,5R)-(+)-2α-hydroxypinan-3-one ketimine",

abstract = "The title compound {systematic name: (1R,2R,5R)-(+)-2-hydroxy-2,6,6- trimethyl-3-[(3-pyridyl)methylimino]bicyclo-[3.1.1]heptane}, C 16H22O, was obtained by the condensation reaction of (1R,2R,5R)-(+)-2α-hydroxypinan-3-one with 3-(aminomethyl)pyridine in the presence of boron trifluoride. The compound was obtained as an enantiomerically pure isomer, and has the 1R,2R,5R configuration. In the crystal structure, molecules are linked together by intermolecular O-H⋯N hydrogen bonds between the hydroxy group of the pinanone group and the N atom of the pyridine ring, forming molecular chains.",

author = "Ayers, {Joshua T.} and Sonar, {Vijayakumar N.} and Sean Parking and Dwoskin, {Linda P.} and Crooks, {Peter A.}",

year = "2005",

month = aug,

day = "1",

doi = "10.1107/S1600536805023287",

language = "English",

volume = "61",

pages = "o2682--o2684",

number = "8",

}

TY - JOUR

T1 - A (1R,2R,5R)-(+)-2α-hydroxypinan-3-one ketimine

AU - Ayers, Joshua T.

AU - Sonar, Vijayakumar N.

AU - Parking, Sean

AU - Dwoskin, Linda P.

AU - Crooks, Peter A.

PY - 2005/8/1

Y1 - 2005/8/1

N2 - The title compound {systematic name: (1R,2R,5R)-(+)-2-hydroxy-2,6,6- trimethyl-3-[(3-pyridyl)methylimino]bicyclo-[3.1.1]heptane}, C 16H22O, was obtained by the condensation reaction of (1R,2R,5R)-(+)-2α-hydroxypinan-3-one with 3-(aminomethyl)pyridine in the presence of boron trifluoride. The compound was obtained as an enantiomerically pure isomer, and has the 1R,2R,5R configuration. In the crystal structure, molecules are linked together by intermolecular O-H⋯N hydrogen bonds between the hydroxy group of the pinanone group and the N atom of the pyridine ring, forming molecular chains.

AB - The title compound {systematic name: (1R,2R,5R)-(+)-2-hydroxy-2,6,6- trimethyl-3-[(3-pyridyl)methylimino]bicyclo-[3.1.1]heptane}, C 16H22O, was obtained by the condensation reaction of (1R,2R,5R)-(+)-2α-hydroxypinan-3-one with 3-(aminomethyl)pyridine in the presence of boron trifluoride. The compound was obtained as an enantiomerically pure isomer, and has the 1R,2R,5R configuration. In the crystal structure, molecules are linked together by intermolecular O-H⋯N hydrogen bonds between the hydroxy group of the pinanone group and the N atom of the pyridine ring, forming molecular chains.

UR - http://www.scopus.com/inward/record.url?scp=27744549240&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=27744549240&partnerID=8YFLogxK

U2 - 10.1107/S1600536805023287

DO - 10.1107/S1600536805023287

M3 - Article

AN - SCOPUS:27744549240

VL - 61

SP - o2682-o2684

IS - 8

ER -

A (1R,2R,5R)-(+)-2α-hydroxypinan-3-one ketimine

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this