Trityl-L-serine triethyl ammonium salt
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Trityl-L-serine triethyl ammonium salt

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A starting material for the alkylation of Serine.

Category
L-Amino Acids
Catalog number
BAT-000470
CAS number
111061-44-0
Molecular Formula
C22H21NO3·C6H15N
Molecular Weight
448.60
IUPAC Name
N,N-diethylethanamine;(2S)-3-hydroxy-2-(tritylamino)propanoic acid
Synonyms
Trt-L-Ser-OH TEA; Trityl-L-β-hydroxyalanine triethyl ammonium salt; (S)-Trityl-2-amino-3-hydroxypropionic acid triethyl ammonium salt; Triethylamine (S)-3-hydroxy-2-(tritylamino)propanoate; Triethylamine trityl-L-serinate
Appearance
White to off-white crystals
Purity
≥ 98% (TLC)
Melting Point
144-158 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C22H21NO3.C6H15N/c24-16-20(21(25)26)23-22(17-10-4-1-5-11-17,18-12-6-2-7-13-18)19-14-8-3-9-15-19;1-4-7(5-2)6-3/h1-15,20,23-24H,16H2,(H,25,26);4-6H2,1-3H3/t20-;/m0./s1
InChI Key
HHNPFPJZXOFNOZ-BDQAORGHSA-N
Canonical SMILES
CCN(CC)CC.C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(CO)C(=O)O
1. Triethyl-ammonium (2R,3R)-2,3-bis-(benzo-yloxy)-3-carb-oxy-propano-ate
Shang-Ju Li, Rong-Jia Zhang, Guang-Feng Hou, Guang-Ming Li, Peng-Fei Yan Acta Crystallogr Sect E Struct Rep Online. 2012 Mar 1;68(Pt 3):o651. doi: 10.1107/S1600536812004308. Epub 2012 Feb 10.
In the anion of the title salt, C(6)H(16)N(+)·C(18)H(13)O(8) (-), one of the carboxyl groups is deprotonated. Its O atoms are involved in inter-molecular hydrogen bonding with the carboxyl group of an adjacent anion and the amino group of an adjacent cation. The two benzoyloxy rings are oriented with respect to each other at a dihedral angle of 79.46 (6)°.
2. Triethyl-ammonium 4-nitro-benzene-sulfonate
Mohammad T M Al-Dajani, Hassan H Abdallah, Nornisah Mohamed, Ching Kheng Quah, Hoong-Kun Fun Acta Crystallogr Sect E Struct Rep Online. 2010 Jun 16;66(Pt 7):o1647. doi: 10.1107/S1600536810021379.
In the anion of the title molecular salt, C(6)H(16)N(+)·C(6)H(4)O(5)S(-), the nitro group is twisted slightly from the benzene ring, making a dihedral angle of 3.16 (10)°. In the crystal structure, the cations and anions are linked into a two-dimensional network parallel to the ab plane by C-H⋯O and N-H⋯O hydrogen bonds.
3. Triethyl-ammonium 4-(3,5-dinitro-benzamido)-N-(3,5-dinitro-benzo-yl)benzene-sulfonamidate
Ghulam Waris, Humaira Masood Siddiqi, Ulrich Flörke, Rizwan Hussain, M Saeed Butt Acta Crystallogr Sect E Struct Rep Online. 2013 Jan 1;69(Pt 1):o97. doi: 10.1107/S1600536812050180. Epub 2012 Dec 15.
The mol-ecular structure of the title salt, C6H16N(+)·C20H11N6O12S(-), shows a planar geometry of the benzamido-phen-yl-sulfonyl moiety, with a dihedral angle of 1.59 (9)° between the aromatic ring planes. The central ring and the aromatic ring of the other dinitro-benzamide group are nearly perpendicular, making a dihedral angle of 89.55 (9)°. All nitro groups lie almost in plane with the associated aromatic rings, the O-N-C-C torsion angles ranging from 9.2 (2) to 24.3 (2)°. In the crystal, strong anion-anion N-H⋯O and anion-cation hydrogen bonds form inversion dimers stacked along the a axis. Less prominent anion-anion C-H⋯O inter-actions lead to the formation of a three-dimensional network including anion-anion dimers as well as anion-anion chains along [100?].
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