Piramal Pharma Limited

Yogesh Waman

Sharadsrikar Kotturi

Chirag Patel

Rajender Reddy Leleti

Rajesh Shenoy

Kumara Swamy Nalivela

Vinkal Zalavadiya

Thumban Divya

Priya Kallure

Krishna Nayak

Kasimraza Baharooni

Saurabh Vijay

Zubeda Begum

Paranjay Parikh

Aditya Patwa

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 asymmetric synthesis of alpha-(diarylmethyl) alkyl amines (hereafter referred to as the compound (1)) or its pharmaceutically acceptable salt and derivatives. The process comprises an unusual substrate specific regioselective lithiation of alpha-diarylmethanes. followed by its highly diastereoselective addition to N-tert-butanesulfinylimines resulting in the selective formation of chiral alpha-(diarylmethyl) alkyl amines 4 and chiral amine 5; which on subsequently removing the sulfinyl group provides corresponding alpha-(diarylmethyl) alkyl amines (1) or relative chiral amines (1&#x2033;).

Asymmetric synthesis of alpha-(diarylmethyl) alkyl amines

The present invention relates to an improved asymmetric synthesis of alpha-branched amines (hereafter referred to as the compound) and relative chiral amines (1&#x2033;) or its pharmaceutically acceptable salt and derivatives. The process comprises an unusual substrate specific regioselective ortho lithiation of substituted arene compounds, followed by its highly diastereoselective addition to N-tert-butanesulfinylimines resulting in the selective formation of alpha-branched sulfinyl amine and chiral amine; which on subsequently removing the sulfinyl group provides corresponding alpha-branched amines or relative chiral amines (1&#x2033;).

Asymmetric synthesis of alpha-branched chiral amines

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Gujarat, India

Yogesh Waman