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1H-Pyrrole-3-propanoicacid,alpha-amino-(9CI) synthesis

3synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 5 steps
1: 93 percent / diisopropylethyl amine, dimethylaminopyridine / CH2Cl2 / 0 deg C, 3 h then r.t., 1 h
2: 85 percent / tetramethylguanidine / CH2Cl2 / -41 deg C, 1 h, r.t., 21 h then reflux, 12 h
3: 69 percent / sodium borohydride, nickel(II) chloride hexahydrate / methanol / 16 h / Ambient temperature
4: 85 percent / aq. NaOH / methanol / 0.25 h / 0 °C
5: 77 percent / trimethylsilyl iodide, pyridine / CH2Cl2 / 18 h / Ambient temperature

References:

Beecher, Jody E.;Tirrell, David A. [Tetrahedron Letters,1998,vol. 39,# 23,p. 3927 - 3930]