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. Author manuscript; available in PMC: 2008 Aug 14.
Published in final edited form as: J Am Chem Soc. 2006 Jun 14;128(23):7463–7465. doi: 10.1021/ja0618954

Scheme 4.

Scheme 4

Reagents. (a) 1. K2CO3. 2. HF·Py, Py, 74% over 2 steps. 2. TsCl. 3. K2CO3, 78% over 2 steps. (b) N-Boc-L-Cys(SH)-OCHPh2 (an inseparable mixture of 16 and 17), 85%. (c) 1. Pd(PPh3)4, AcOH, 72%. 2. 1,3,5-(i-Pr)3C6H2CO2H/Et3N salt, 80 °C, xylene. 3. TFA, CH2Cl2, followed by HPLC separation of 18 and 19.