Synthesis of MeBmt and Related Derivatives Syn-selective ATH-DKR
Overview
Affiliations
The unusual α-amino, β-hydroxy acid MeBmt is a key structural feature of cyclosporin A, an important naturally occurring immunosuppressant and antiviral agent. We present a convergent synthesis of MeBmt which relies on new aspects of dynamic kinetic resolution (DKR) to establish simultaneously the chirality at C(2) and C(3). We also show that this route is applicable to the synthesis of other derivatives.
Dynamic kinetic resolution-mediated synthesis of C-3 hydroxylated arginine derivatives.
Zheng Y, Chen Z, Clarkson G, Marshall S, Xiao J, Schofield C R Soc Open Sci. 2025; 12(2):241607.
PMID: 39975665 PMC: 11836541. DOI: 10.1098/rsos.241607.
Enantioselective Transfer Hydrogenation of α-Methoxyimino-β-keto Esters.
Tharra P, Svejkar J, Jadhav A, Necas M, Dub P, Halls M J Org Chem. 2024; 89(18):12902-12911.
PMID: 39213600 PMC: 11421019. DOI: 10.1021/acs.joc.4c00381.
Lapa D, Araujo L, Melo S, Costa P, Caleffi G Molecules. 2024; 29(14).
PMID: 39064997 PMC: 11279712. DOI: 10.3390/molecules29143420.
Wang J, Liu M, Mao C, Li S, Zhou J, Fan Y Front Microbiol. 2024; 14:1259101.
PMID: 38163081 PMC: 10757567. DOI: 10.3389/fmicb.2023.1259101.
Bachor U, Lizak A, Bachor R, Maczynski M Molecules. 2022; 27(17).
PMID: 36080386 PMC: 9457529. DOI: 10.3390/molecules27175612.