A PRACTICAL PREPARATION OF (R)- AND (S)-N-BOC-2-METHYLPIPERIDINES
1
Schering-Plough Research Institute, 2015 Galloping Hill Rd, Kenilworth, New Jersey 07033, USA
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Publication type: Journal Article
Publication date: 1997-04-01
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
The resolution of (±)-2-methylpiperidine using d - and l -tartaric acid followed by direct conversion of the intermediate tartrate salts to ( R ) and ( S )- N -Boc-2-methylpiperidine is described. Also described is an NMR protocol for assessing the optical purity of the intermediate tartrate salts as well as the free bases. The resolved enantiomers showed an ee of >98% based on NMR integration.
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Doller D. et al. A PRACTICAL PREPARATION OF (R)- AND (S)-N-BOC-2-METHYLPIPERIDINES // Tetrahedron Asymmetry. 1997. Vol. 8. No. 8. pp. 1275-1278.
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Doller D., Davies R., Chackalamannil S. A PRACTICAL PREPARATION OF (R)- AND (S)-N-BOC-2-METHYLPIPERIDINES // Tetrahedron Asymmetry. 1997. Vol. 8. No. 8. pp. 1275-1278.
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TY - JOUR
DO - 10.1016/S0957-4166(97)00123-7
UR - https://doi.org/10.1016/S0957-4166(97)00123-7
TI - A PRACTICAL PREPARATION OF (R)- AND (S)-N-BOC-2-METHYLPIPERIDINES
T2 - Tetrahedron Asymmetry
AU - Doller, Dario
AU - Davies, Robert
AU - Chackalamannil, Samuel
PY - 1997
DA - 1997/04/01
PB - Elsevier
SP - 1275-1278
IS - 8
VL - 8
SN - 0957-4166
SN - 1362-511X
ER -
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BibTex (up to 50 authors)
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@article{1997_Doller,
author = {Dario Doller and Robert Davies and Samuel Chackalamannil},
title = {A PRACTICAL PREPARATION OF (R)- AND (S)-N-BOC-2-METHYLPIPERIDINES},
journal = {Tetrahedron Asymmetry},
year = {1997},
volume = {8},
publisher = {Elsevier},
month = {apr},
url = {https://doi.org/10.1016/S0957-4166(97)00123-7},
number = {8},
pages = {1275--1278},
doi = {10.1016/S0957-4166(97)00123-7}
}
Cite this
MLA
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Doller, Darío, et al. “A PRACTICAL PREPARATION OF (R)- AND (S)-N-BOC-2-METHYLPIPERIDINES.” Tetrahedron Asymmetry, vol. 8, no. 8, Apr. 1997, pp. 1275-1278. https://doi.org/10.1016/S0957-4166(97)00123-7.