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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

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✦ 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.


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A dimethylzinc/diphenylphosphinoylimine
✍ Sucharita Banerjee; Brad Smith; Shawn R. Hitchcock 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 English ⚖ 127 KB 👁 1 views

## 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

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