Piramal Pharma Limited

Kumara Swamy Nalivela

Sharadsrikar Kotturi

Chirag Patel

Rajender Reddy Leleti

Vinkal Zalavadiya

Yogesh Waman

Zubeda Begum

Krishna Nayak

Thumban Divya

Kasimraza Baharooni

Saurabh Vijay

Poojabahen Raval

Priya Kallure

Paranjay Parikh

The present invention relates to an improved asymmetric synthesis of azaspiro or diazaspiro compound (hereafter referred to as the compound 5, (5) or (5)) or their pharmaceutically acceptable salts and derivatives; through the formation of intermediate compounds 4, (4) or (4) respectively. The process comprises an unusual substrate specific highly diastereoselective as well as enantio-enriched 1-substituted 2-azaspiro[3.3]heptane or 1-substituted 2-diazaspiro[3.3]heptane compounds with high diastereoselectivity by addition of a cyclobutane carboxylate anion to a Davis-Ellman's imine, followed by reduction and cyclisation resulting in the selective formation of azaspiro or diazaspiro intermediate compound 4, (4) or (4); which on subsequently removing the sulfinyl group provides corresponding azaspiro or diazaspiro compound 5, (5) or (5) respectively.

Asymmetric synthesis of Azaspiro compounds

The present invention relates to an improved process for diastereoselective synthesis of vicinal diamines (1). The process involves highly regio- and diastereoselective addition of 2-azaallyl anions (4) to N-tert-butanesulfinylimines (5) to produce vicinal diamines (1).

Process for diastereoselective synthesis of vicinal diamines

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Gujarat, India

Kumara Swamy Nalivela