A Chiron Approach to the Practical and Scalable Synthesis of the β3-Adrenergic Receptor Agonist Vibegron

被引：0

作者：

Kumar, Prakash ^{[1
,2
]}

Karmakar, Santanu ^{[1
,2
]}

Mainkar, Prathama S. ^{[1
,2
]}

Madhavachary, Rudrakshula ^{[1
]}

Chandrasekhar, Srivari ^{[1
,2
]}

机构：

[1] Indian Inst Chem Technol, CSIR, Dept Organ Synth & Proc Chem, Hyderabad 500007, India

[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2025年

关键词：

beta3-adrenergic receptor agonists; Chiron approaches; cis<roman>-2,5-disubstituted pyrrolidines</roman>; reductive cyclizations; Wittig olefinations; ENANTIOSELECTIVE SYNTHESIS; OVERACTIVE BLADDER; DISCOVERY; FRAGMENT; POTENT;

D O I：

10.1002/ejoc.202500469

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical and scalable synthesis of the beta 3-adrenergic receptor agonist Vibegron has been developed using a streamlined chiral-pool approach from readily available 4-nitro-D-phenylalanine and (R)-mandelic acid. The synthesis features a key acid-catalyzed N-acyl iminium ion cyclization followed by a highly diastereoselective reduction, enabling efficient construction of the cis-2,5-disubstituted pyrrolidine core. Final amidation with a commercially available pyrrolopyrimidine sodium salt furnished Vibegron in excellent overall yield.

引用

页数：4

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