Synlett 2025; 36(05): 536-540
DOI: 10.1055/a-2351-4828
letter

Gram-Scale Synthesis of (±)-Tylophorine

Dattatraya P. Masal
a   Organic Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India
b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India
,
D. Srinivasa Reddy
b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India
c   Organic Synthesis and Process Chemistry Division, CSIR-Indian Institute of Chemical Technology (CSIR-IICT), Hyderabad 500007, India
› Author Affiliations
D.P.M. thanks UGC, New Delhi, for the award of a research fellowship, and D.S.R. acknowledges DST-SERB for the J. C. Bose Fellowship (JCB/2021/000022/SSC). Publication no. IICT/Pubs./2024/124.


Abstract

We report a practical scalable synthesis of the natural product (±)-tylophorine by using an operationally simple protecting-group-free route from readily accessible starting materials. Synthesis of a cyclic N-acetyl diester compound through cyclization, followed by two key steps (decarboxylation and a Clemmensen reduction), provides access to the target molecule.

Supporting Information



Publication History

Received: 08 May 2024

Accepted after revision: 24 June 2024

Accepted Manuscript online:
24 June 2024

Article published online:
15 July 2024

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