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. Author manuscript; available in PMC: 2012 Jul 15.
Published in final edited form as: ACS Chem Biol. 2011 May 23;6(7):753–760. doi: 10.1021/cb2000378

Scheme 2.

Scheme 2

Synthesis of Fmoc-cystathionine isomer 17.a

a Reagents and conditions: a) Fmoc-OSu, Na2CO3, H2O, 1,4-dioxane; b) CCl3C(NH)OtBu, CH2Cl2, THF, 52% (two steps); c) PPh3, CBr4, CH2Cl2, 94%; d) Aloc-Cl, Na2CO3, H2O, CH3CN; e) allyl bromide, NaHCO3, DMF, 70% (two steps); f) CF3CO2H, iPr3SiH, CH2Cl2, 85%; g) Bu4NBr, NaHCO3, H2O, EtOAc, 93%; h) CF3CO2H, PhSiH3, CH2Cl2, 98%.