Hong, Cynthia M. published the artcileThe development of a commercial manufacturing route to 2-fluoroadenine, the key unnatural nucleobase of islatravir, Category: isoquinoline, the main research area is guanine regioselective fluorination; fluoroadenine preparation.
Synthesis of a key fragment of islatravir (MK-8591), a novel nucleoside reverse transcriptase translocation inhibitor (NRTTI) currently under investigation for treatment and pre-exposure prophylaxis (PrEP) against HIV infection was discussed. The fragment, the unnatural nucleobase 2-fluoroadenine, was incorporated into MK-8591 via a biocatalytic aldol-glycosylation cascade, which imposed stringent requirements for its synthesis and isolation. Presented herein was the development work leading to a practical, scalable route from guanine, featuring a dual fluorination approach to a novel 9-THP-2,6-difluoropurine intermediate that enables a mild, highly selective, direct amination. This one-pot fluorination/amination sequence utilized a direct isolation to deliver high purity 9-THP-2-fluoroadenine, which features ideal properties with respect to reactivity, solubility, and crystallinity. An acid-catalyzed liberation of 2-fluoroadenine in aqueous buffer delivers the appropriate purity profile to facilitate the enzymic cascade to access MK-8591.
Organic Process Research & Development published new progress about Dissociation constant. 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Category: isoquinoline.
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem