2,3-Dimethoxy-L-β-homophenylglycine
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2,3-Dimethoxy-L-β-homophenylglycine

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Category
β−Amino acids
Catalog number
BAT-006710
CAS number
742691-70-9
Molecular Formula
C11H15NO4
Molecular Weight
225.25
2,3-Dimethoxy-L-β-homophenylglycine
IUPAC Name
(3R)-3-amino-3-(2,3-dimethoxyphenyl)propanoic acid
Synonyms
H-Phg{2,3-(OMe)2}-(C#CH2)OH; H-β-Phe{2,3-(OMe)2}-OH; (R)-3-Amino-3-(2,3-dimethoxyphenyl)propanoic acid
Appearance
Pale yellow or white solid
Purity
≥ 99.5% (Chiral HPLC)
Density
1.2±0.1 g/cm3
Boiling Point
383.4±42.0 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C11H15NO4/c1-15-9-5-3-4-7(11(9)16-2)8(12)6-10(13)14/h3-5,8H,6,12H2,1-2H3,(H,13,14)/t8-/m1/s1
InChI Key
XZFWLSJPXJTSMZ-MRVPVSSYSA-N
Canonical SMILES
COC1=CC=CC(=C1OC)C(CC(=O)O)N
1. 2-(3,4-Dichloro-phen-yl)-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)acetamide
Aneeka Mahan, Ray J Butcher, Prakash S Nayak, B Narayana, H S Yathirajan Acta Crystallogr Sect E Struct Rep Online. 2013 Mar 1;69(Pt 3):o402-3. doi: 10.1107/S1600536813002341. Epub 2013 Feb 20.
In the title compound, C19H17Cl2N3O2, there are three mol-ecules (A, B and C) in the asymmetric unit and each differs in the conformation adopted. As a result of steric repulsion, the amide group is rotated with respect to both the dichloro-phenyl and 2,3-dihydro-1H-pyrazol-4-yl rings, making dihedral angles of 44.5 (2) and 56.2 (2)°, respectively in A, 51.1 (2) and 54.1 (2)° in B, and 53.8 (2) and 54.6 (2)° in C. The dihedral angles between the dichloro-phenyl and 2,3-dihydro-1H-pyrazol-4-yl rings are 54.8 (2), 76.2 (2) and 77.5 (2)° in mol-ecules A, B and C, respectively, while the 2,3-dihydro-1H-pyrazol-4-yl and phenyl rings make dihedral angles of 45.3 (2), 51.2 (2) and 42.8 (2)°, respectively. In the crystal, two of the mol-ecules are linked through N-H⋯O hydrogen bonding to an adjoining mol-ecule, forming dimers of the R2(2)(10) type, while the third mol-ecule forms such dimers with itself. C-H⋯O inter-actions link the dimers.
2. 2,5-Bis(1,3-dithiol-2-yl-idene)-1,3-dithiol-ane-4-thione
Kazumasa Ueda, Kenta Suzuki, Kei Kunimoto, Kenji Yoza Acta Crystallogr Sect E Struct Rep Online. 2012 Jan;68(Pt 1):o52. doi: 10.1107/S1600536811051518. Epub 2011 Dec 10.
The asymmetric unit of the title compound, C(9)H(4)S(7), contains two independent mol-ecules, in one of which the central five-membered ring is disordered over two orientations in a 0.924 (3):0.076 (3) ratio. The mol-ecular skeleton is almost planar: the average distance of the atoms from their mean plane is 0.128 (7) Å in the ordered mol-ecule, and 0.088 (5) and 0.123 (2) Å in the major and minor disorder components, respectively. The ordered and disordered mol-ecules form separate columns by stacking along the b axis. Adjacent columns inter-act via short S⋯S [3.33 (2), 3.434 (3), 3.444 (2), 3.503 (2), 3.519 (3) and 3.53 (4) Å] and S⋯H [2.814 (2), 2.87 (7), 2.92 (2), 2.9269 (18), 2.93 (2), 2.94 (2), 2.939 (2), 2.967 (2) and 2.974 (1) Å] contacts.
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