Chemoenzymatic synthesis of the calcimimetics (+)-NPS R-568 via asymmetric reductive acylation of ketoxime intermediate
✍ Scribed by Kiwon Han; Yunwoong Kim; Jaiwook Park; Mahn-Joo Kim
- Book ID
- 104097791
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- French
- Weight
- 188 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
A practical and efficient procedure for the synthesis of a potent calcimimetic (+)-NPS R-568 was developed. This procedure includes as the key step the asymmetric reductive acylation of a ketoxime intermediate catalyzed by a Pd nanocatalyst and a lipase in combination. The target compound was prepared from commercially available 3 0 -methoxyacetophenone via five steps in overall 63% yield.
📜 SIMILAR VOLUMES
## Abstract An asymmetric synthesis of the calcimimetic agent NPS R‐568 using a (1__R__,2__S__)‐__N__‐benzylephedrine‐promoted addition of dimethylzinc to a diphenylphosphinoylimine derived from 3‐methoxybenzaldehyde is described. The enantiomeric ratio of the key amine fragment was determined to b
must be larger than 97.5:2.5 (d.e. > 95O/0). With acetyl chloride (3a) the N-acylated isomer 7 is formed as a byproduct.