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. Author manuscript; available in PMC: 2008 Sep 9.
Published in final edited form as: J Org Chem. 2007 Feb 8;72(5):1729–1736. doi: 10.1021/jo062397g

Table 2.

Synthesis of Leucine Enkephalin via α-Nsmoc Amino Acidsa

Concentration (%) of piperidine in DMF deblocking time (min) crude purity by HPLC analysis (%)
2 1 85.9
5 20 sec 87.7
5 1 96.6
5 3 94.2
5 5 97.0
20 20 sec 100
a

Three eqv. of the amino acid with 3 eqv. of N-HBTU and 6 eqv. of DIEA and a coupling time of 30 min.