Synthesis of Unnatural Amino Acids via Ni/Ag Electrocatalytic Cross-Coupling.

Autor: Laudadio G; Department of Chemistry, Scripps Research, 10550 North Torrey Pines Road, La Jolla, California 92037, United States., Neigenfind P; Department of Chemistry, Scripps Research, 10550 North Torrey Pines Road, La Jolla, California 92037, United States., Chebolu R; Chemveda Life Sciences Pvt Ltd., Plot. No. B-11/1, IDA Uppal, Hyderabad, Telangana 500039, India., Blasczak VD; Biogen Inc., 225 Binney Street, Cambridge, Massachusetts 02142, United States., Maddirala SJ; Chemveda Life Sciences Pvt Ltd., Plot. No. B-11/1, IDA Uppal, Hyderabad, Telangana 500039, India., Palkowitz MD; Department of Chemistry, Scripps Research, 10550 North Torrey Pines Road, La Jolla, California 92037, United States., Bolduc PN; Biogen Inc., 225 Binney Street, Cambridge, Massachusetts 02142, United States., Nicastri MC; Biogen Inc., 225 Binney Street, Cambridge, Massachusetts 02142, United States., Puthukanoori RK; Chemveda Life Sciences Pvt Ltd., Plot. No. B-11/1, IDA Uppal, Hyderabad, Telangana 500039, India., Paraselli BR; Chemveda Life Sciences Pvt Ltd., Plot. No. B-11/1, IDA Uppal, Hyderabad, Telangana 500039, India.; Chemveda Life Sciences, Inc., 9920 Pacific Heights Blvd. Suite 150, San Diego, California 92121, United States., Baran PS; Department of Chemistry, Scripps Research, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2024 Mar 22; Vol. 26 (11), pp. 2276-2281. Date of Electronic Publication: 2024 Mar 11.
DOI: 10.1021/acs.orglett.4c00474
Abstrakt: A simple protocol is outlined herein for rapid access to enantiopure unnatural amino acids (UAAs) from trivial glutamate and aspartate precursors. The method relies on Ag/Ni-electrocatalytic decarboxylative coupling and can be rapidly conducted in parallel (24 reactions at a time) to ascertain coupling viability followed by scale-up for the generation of useful quantities of UAAs for exploratory studies.
Databáze: MEDLINE