Abstract
| Original language | English |
|---|---|
| Pages (from-to) | 73-78 |
| Number of pages | 6 |
| Journal | Synthesis |
| Volume | 48 |
| Issue number | 01 |
| Early online date | 27 Oct 2015 |
| DOIs | |
| Publication status | Published - Jan 2016 |
Fingerprint
Keywords
- perhexiline
- asymmetric analysis
- stereochemistry
- medicinal chemistry
- crystal structure
Cite this
Asymmetric Synthesis and Absolute Configuration of (+)- and (–)-Perhexiline. / Tseng, Chih-Chung; Greig, Iain R.; Harrison, William T. A.; Zanda, Matteo.
In: Synthesis, Vol. 48, No. 01, 01.2016, p. 73-78.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Asymmetric Synthesis and Absolute Configuration of (+)- and (–)-Perhexiline
AU - Tseng, Chih-Chung
AU - Greig, Iain R.
AU - Harrison, William T. A.
AU - Zanda, Matteo
N1 - We gratefully thank Signal Pharma for financial support and fellowship (C.C.T), and the EPSRC National Mass Spectrometry Service Centre (Swansea, UK) for performing HRMS analyses. We thank Prof Michael Frenneaux (University of East Anglia, Norwich, UK) for useful and stimulating discussions.
PY - 2016/1
Y1 - 2016/1
N2 - Racemic perhexiline has been used (or is currently undergoing clinical trials) for the treatment of a variety of cardiovascular disorders. Increasing evidence suggests that the (–)-enantiomer should be used, as opposed to the racemic mixture. Here, we report the first asymmetric synthesis of both enantiomers of perhexiline in high enantiomeric excess and the assignment of their (–)-S/(+)-R absolute stereochemistry by X-ray crystallography.
AB - Racemic perhexiline has been used (or is currently undergoing clinical trials) for the treatment of a variety of cardiovascular disorders. Increasing evidence suggests that the (–)-enantiomer should be used, as opposed to the racemic mixture. Here, we report the first asymmetric synthesis of both enantiomers of perhexiline in high enantiomeric excess and the assignment of their (–)-S/(+)-R absolute stereochemistry by X-ray crystallography.
KW - perhexiline
KW - asymmetric analysis
KW - stereochemistry
KW - medicinal chemistry
KW - crystal structure
U2 - 10.1055/s-0035-1560708
DO - 10.1055/s-0035-1560708
M3 - Article
VL - 48
SP - 73
EP - 78
JO - Synthesis
JF - Synthesis
SN - 0039-7881
IS - 01
ER -