Specification
Description
Building block for the introduction by Fmoc SPPS. of an amino acid bearing an alkyne side chain. Such derivatives are useful tools for the synthesis of cyclic peptides by an alkyne-alkyne Glaser coupling, involving Cu(OAc)2/pyridine and heating to 60 ℃using microwaves.
Synonyms
(S)-2-(Fmoc-amino)-4-pentynoic acid, Fmoc-L-2-propargylglycine
Canonical SMILES
OC(=O)[C@H](CC#C)NC(=O)OCC1c2ccccc2-c3ccccc13
InChI
1S/C20H17NO4/c1-2-7-18(19(22)23)21-20(24)25-12-17-15-10-5-3-8-13(15)14-9-4-6-11-16(14)17/h1,3-6,8-11,17-18H,7,12H2,(H,21,24)(H,22,23)/t18-/m0/s1
InChI Key
DJGMNCKHNMRKFM-SFHVURJKSA-N
Application
Peptide synthesis.
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Type
Unusual Amino Acids, Azide and Alkyne containing Amino Acids