Synthesis of challenging 6-functionalized 1-oxaspiro[3.3]heptanes-New scaffolds for drug discovery

被引：3

作者：

Kozyriev, Yevhenii K. ^{[1
,2
]}

Palchykov, Vitalii A. ^{[1
]}

机构：

[1] Oles Honchar Dnipro Natl Univ, Res Inst Chem & Geol, 72 Gagarina Ave, UA-49010 Dnipro, Ukraine

[2] Enamine Ltd, 78 Chervonotkatska Str, UA-02094 Kiev, Ukraine

来源：

TETRAHEDRON LETTERS | 2023年 / 122卷

关键词：

3-Oxocyclobutane-1-carboxylic acid; Spirocyclic compounds; Oxetanes; Cyclobutanes; Building blocks; INHIBITOR; OXETANES;

D O I：

10.1016/j.tetlet.2023.154515

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A decagram-scale synthesis of seven new building blocks of 1-oxaspiro[3.3]heptane family is described. This general approach requires 6 to 13 operationally simple steps starting from commercially available and inexpensive 3-oxocyclobutane-1-carboxylic acid. Expedient synthetic routes enable the straightforward access to these novel modules. Finally, the generation of virtual combinatorial library using the LLAMA software showed that building blocks described here demonstrated the high propensity to populate the lead-like chemical space. Like pigeons delivering letters, the newly 1-oxaspiro[3.3]heptane family scaffolds could deliver their functionality to drug-like compounds that are expected to be important in drug discovery and design.(c) 2023 The Author(s). Published by Elsevier Ltd. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).

引用

页数：5