Skip to main content
. Author manuscript; available in PMC: 2014 Feb 27.
Published in final edited form as: J Am Chem Soc. 2013 Feb 8;135(8):3173–3185. doi: 10.1021/ja311408y

Scheme 2. Synthesis of ester-containing dipeptide Boc-L-Glu[Oβ(Alloc-L-Thr-α-O-cHex)]-OH (10).

Scheme 2

(i) cyclohexanol, SOCl2, 100 °C, 2.5 h; (ii) allyl chloroformate, Et3N, THF, rt, overnight (94% for both steps); (iii) Boc-Glu-OFm, EDC·HCl, DMAP, DCM, rt, overnight, (78%); (iv) 20 % piperidine in DCM, rt, 3 h, (91%).