Synthesis of Immucillins BCX-1777 and BCX-4430 from a Common Precursor

dc.contributor.author	Krishnakumar, K A
dc.contributor.author	Lankalapalli, R S
dc.date.accessioned	2023-01-18T06:19:48Z
dc.date.available	2023-01-18T06:19:48Z
dc.date.issued	2022-07-07
dc.identifier.citation	European Journal of Organic Chemistry;2022(25)	en_US
dc.identifier.uri	https://doi.org/10.1002/ejoc.202200428
dc.identifier.uri	http://localhost:8080/xmlui/handle/123456789/4186
dc.description.abstract	A convergent route for the synthesis of BCX-1777 and BCX-4430 from a Boc-protected 2-pyrrolidinone, derived from 2,3,5-tri-O-benzyl-d-ribonolactone, and a dihalogenated pyrrolopyrimidine as the key starting materials is reported. A chemoselective cross-coupling was achieved from the two key starting materials in 79 % yield. Luche reduction and mesylation resulted in the stereoselective formation of an advanced intermediate in 77 % yield over two steps, which served as a precursor for synthesizing BCX-1777 and BCX-4430 in 38 % (over 10 steps) and 32 % (over 11 steps) overall yields, respectively, from 2,3,5-tri-O-benzyl-d-ribonolactone.	en_US
dc.language.iso	en	en_US
dc.publisher	Wiley	en_US
dc.subject	Immucillins	en_US
dc.subject	BCX‐1777	en_US
dc.subject	BCX‐4430	en_US
dc.title	Synthesis of Immucillins BCX-1777 and BCX-4430 from a Common Precursor	en_US
dc.type	Article	en_US