Synthesis and reactivity of 4-oxo-5-trimethylsilanyl derived α-amino acids

Add time:08/30/2019    Source:sciencedirect.com

A Lewis-acid promoted one-carbon homologation of an aspartic acid semialdehyde with trimethylsilyldiazomethane has led to the efficient synthesis of two silicon-containing α-amino acids. The use of trimethylaluminium or catalytic tin(II) chloride gave novel 4-oxo-5-trimethylsilanyl derived amino acids in yields of 71–88%. An investigation into the reactivity of these highly functional α-amino acids showed that selective cleavage of the C–Si bond could be achieved under mild basic conditions to give a protected derivative of the naturally occurring amino acid, 4-oxo-l-norvaline. Alternatively, Peterson olefination with aryl or alkyl aldehydes resulted in the formation of E-enone derived α-amino acids.

We also recommend Trading Suppliers and Manufacturers of [4-(2-BOC-AMINO-ETHYL)-PHENYL]-ACETIC ACID (cas 132691-14-6). Pls Click Website Link as below: cas 132691-14-6 suppliers

Prev:Amino acid containing cross-linked co-polymer gels: pH, thermo and salt responsiveness
Next:Synthesis of tetracyclic iminosugars fused benzo[e][1,3]thiazin-4-one and their HIV-RT inhibitory activity)