Utilizing biocatalysis and a sulfolane-mediated reductive acetal opening to access nemtabrutinib from cyrene

• Published in: Green chemistry : an international journal and green chemistry resource : GC Vol. 25; no. 2; pp. 66 - 613
• Main Authors: Kuhl, Nadine, Turnbull, Ben W. H, Ji, Yining, Larson, Reed T, Shevlin, Michael, Prier, Christopher K, Chung, Cheol K, Desmond, Richard, Guetschow, Erik, He, Cyndi Qixin, Itoh, Tetsuji, Kuethe, Jeffrey T, Newman, Justin A, Reibarkh, Mikhail, Rivera, Nelo R, Shang, Gao, Wang, Zhixun, Zewge, Daniel, Thaisrivongs, David A
• Format: Journal Article
• Language: English
• Published: Cambridge Royal Society of Chemistry 23.01.2023
• Subjects: Catalysis; Diborane; Environmental impact; Green chemistry; Malignancy; Reducing agents; Stereoselectivity; Sulfolane

The chiral building block 5-amino-2-hydroxymethyltetrahydropyran 1a has been previously synthesized through a cumbersome 9-step synthesis from tri- O -acetyl-D-glucal, which renders access to nemtabrutinib ( 2 ), a BTK inhibitor currently being evaluated for the treatment of various hematologic mali...