Cyclopentitol as a scaffold for a natural product-like compound library for drug discovery. Issue 11 (1st June 2015)

• Record Type: Journal Article
• Authors: Padwal, Jalindar D.; Filippov, Dmitri V.; Narhe, Bharat D.; Aertssen, Sjoerd; Beuving, Remmelt Jan; Benningshof, Jorg C.J.; van der Marel, Gijsbert A.; Overkleeft, Herman S.; van der Stelt, Mario
• Is Part Of: Bioorganic & medicinal chemistry. Volume 23:Issue 11(2015)
• Page Start: 2650
• Page End: 2655
• Publication Date: 2015-06-01
• Subjects: Cyclopentitols -- Focused library -- Natural product-like compounds -- Drug discovery; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2015.01.040
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Abstract: A concise and efficient synthesis of cyclopentitols as a scaffold for a two-dimensional compound library for drug discovery is described. Starting fromd -mannose, the key steps are Wittig olefination and ring-closing metathesis (RCM) followed by a [3, 3]-sigmatropic Overmann rearrangement to form an sp 3 -rich, natural product-like scaffold from which a focused compound library with different functionalities is prepared.