(SP-4-4)-[(S)-[O-(1-Benzyl-2-pyrrolidinecarboxamido)-α-phenylbenzylidene]glycinato(2−)-N,N′,N′,O1]-nickel

[96293-17-3] C27H25N3NiO3 (MW 498.20) InChI = 1S/C27H27N3O3.Ni/c31-25(32)18-28-26(21-12-5-2-6-13-21)22-14-7-8-15-23(22)29-27(33)24-16-9-17-30(24)19-20-10-3-1-4-11-20;/h1-8,10-15,24H,9,16-19H2,(H2,28,29,31,32,33);/q;+2/p-2/t24-;/m0./s1 InChIKey = AXOAXZULMRICBL-JIDHJSLPSA-L (used in asymmetric alkylations,1 1,2-additions,2 and 1,4-additions3 to prepare α-amino acids) Alternate Name: nickel(II) nitrate–(S)-o-(benzylprolylamino)benzophenone–glycine Physical Data: diamagnetic, mp 208–212 °C. Solubility: sol CHCl3; insol MeOH. Form Supplied in: not commercially available; prepared as a red solid.1 Preparative Method: prepared by condensation of (S)-o-[(N-benzylprolyl)amino]benzophenone (BBP) with glycine in the presence of nickel(II) nitrate in methanol.1 Purification: purified by sequential chromatography over silica gel and Sephadex LH-20, or by ‘dry flash chromatography’.1 Handling, Storage, and Precautions: care should be taken in applying samples to purified Sephadex. The addition of basic media can present an explosion hazard.