N-[tert-butoxycarbonyl]-L-serine → HCID 22859485, compound

Participants

Reaction Steps

Entry No. 47: The 2(S)-amino-4-methyl-5-hexenoic acid methyl ester employed for the preparation of this peptide was obtained by converting Boc-Ser-OH to its corresponding β-lactone by the method of J. C. Vederas et ai., J. Am. Chem. Soc., 107 7105 (1985) and reacting the β-lactone with the organolithium derivative derived from 2-propylene bromide according to the method of D. Seebach and H. Neumann, Chem. Ber., 107, 847 (1974) to give 2(S)-amino-4-methyl-5-hexenoic acid. Subsequent esterification of the latter compound with diazomethane gave the desired corresponding methyl ester.

Provenance & Evidence