1. Methyl 2-[(4-chloro-2-meth-oxy-5-oxo-2,5-dihydro-furan-3-yl)amino]-acetate
Yang-Qing Mo, Zhao-Yang Wang, Jian-Hua Fu, Hua-Cai Fang Acta Crystallogr Sect E Struct Rep Online. 2010 Jun 30;66(Pt 7):o1857. doi: 10.1107/S160053681002461X.
The title compound, C(8)H(10)ClNO(5), was obtained via a tandem Michael addition-elimination reaction of 3,4-dichloro-5-meth-oxy-furan-2(5H)-one and glycine methyl ester in the presence of triethyl-amine. The mol-ecular structure contains an approximately planar [maximum atomic deviation = 0.010 (2) Å] five-membered furan-one ring. The crystal packing is stabilized by inter-molecular N-H⋯O and weak C-H⋯O hydrogen bonding.
2. Making Glycine Methyl Ester Chiral
Dennis Gerbig, Sarina Desch, Peter R Schreiner Chemistry. 2018 Aug 14;24(46):11904-11907. doi: 10.1002/chem.201802119. Epub 2018 Jun 27.
We demonstrate that the simple achiral amino acid glycine as its methyl ester inherits the chiral imprint of methyl lactate upon complexation, resulting in induced vibrational optical activity of the methylene C-H bonds. To mimic conditions of ice on comets that are considered long-term reaction as well as storage entities for (organic) molecules, we employ the matrix isolation technique in conjunction with vibrational circular dichroism spectroscopy and DFT computations. The observed chirality transfer is likely a key element for the realization of concepts rationalizing chirogenesis, that is, the generation of a chiral imbalance.
3. Glycine methyl ester hydro-chloride
Sérgio M F Vilela, Filipe A Almeida Paz, João P C Tomé, Verónica de Zea Bermudez, José A S Cavaleiro, João Rocha Acta Crystallogr Sect E Struct Rep Online. 2009 Jul 25;65(Pt 8):o1970. doi: 10.1107/S1600536809028414.
THE TITLE COMPOUND [SYSTEMATIC NAME: (methoxy-carbonyl-meth-yl)ammonium chloride], crystallizes as a salt, C(3)H(8)NO(2) (+)·Cl(-), with the charged species inter-acting mutually via strong and highly directional N(+)-H⋯Cl(-) hydrogen bonds which lead to the formation of a supra-molecular tape running parallel to the c axis. Tapes close pack in the solid state mediated by multipoint recognition synthons based on weak C-H⋯O inter-actions and van der Waals contacts between adjacent methyl groups.
