Boc-(R,S)-1-aminoindane-1-carboxylic acid (BAT-007928)
* For research use only

Boc-(R,S)-1-aminoindane-1-carboxylic acid is an intermediate used to prepare N-[(chlorophenyl)methyl]oxo[[[(phenylacetyl)amino]methyl]cyclohexyl]piperazinyl]ethyl amide derivatives as human melanocortin-4 receptor ligands.

Category
BOC-Amino Acids
Catalog number
BAT-007928
CAS number
214139-26-1
Molecular Formula
C15H19NO5
Molecular Weight
277.32
Boc-(R,S)-1-aminoindane-1-carboxylic acid
Synonyms
Boc-DL-1-aminoindane-1-carboxylic acid; 1-(BOC-AMINO)-1-INDANECARBOXYLIC ACID; 1-((tert-Butoxycarbonyl)amino)-2,3-dihydro-1H-indene-1-carboxylic acid; 1-(Boc-amino)-1-indanecarboxylicAcid; N-BOC-D,L-1-AMINOINDANE-1-CARBOXYLIC ACID; (R,S)-BOC-1-AMINOINDANE-1-CARBOXYLIC ACID; 1-[(tert-butoxy)carbonylamino]indanecarboxylic acid; 1-[(2-methylpropan-2-yl)oxycarbonylamino]-2,3-dihydroindene-1-carboxylic Acid; boc-1-aminoindane-1-carboxylic acid
Appearance
White powder
Purity
≥ 98% (HPLC)
Density
1.131 g/cm3 (Predicted)
Melting Point
149-160 °C
Boiling Point
450.7 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C15H19NO4/c1-14(2,3)20-13(19)16-15(12(17)18)9-8-10-6-4-5-7-11(10)15/h4-7H,8-9H2,1-3H3,(H,16,19)(H,17,18)
InChI Key
UZCCJRDJRMVGLU-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC1(CCC2=CC=CC=C21)C(=O)O
1.Chirality sensing and size recognition of N-Boc-amino acids by cage-type dimeric lanthanide complexes: chirality detection of N-Boc-aspartate anions via luminescence colour change.
Ito H1, Shinoda S. Chem Commun (Camb). 2015 Mar 4;51(18):3808-11. doi: 10.1039/c4cc10384j.
Chiral luminescent lanthanide complexes, characterized by covalently-linked face-to-face octadentate cyclen (tetraaza-12-crown-4) ligands, specifically bound a chiral N-Boc-aspartate among various N-Boc amino acid anions to enhance Eu(III) luminescence intensity at 615 nm. The combination of Tb(III) and Eu(III) complexes enabled naked-eye discrimination of N-Boc-D- and L-aspartates via the luminescence colour change.
2.Ultra-fast high-efficiency enantioseparations by means of a teicoplanin-based chiral stationary phase made on sub-2μm totally porous silica particles of narrow size distribution.
Ismail OH1, Ciogli A1, Villani C1, De Martino M1, Pierini M1, Cavazzini A2, Bell DS3, Gasparrini F4. J Chromatogr A. 2016 Jan 4;1427:55-68. doi: 10.1016/j.chroma.2015.11.071. Epub 2015 Dec 2.
A new ultra-high performance teicoplanin-based stationary phase was prepared starting from sub-2μm totally porous silica particles of narrow size distribution. Columns of different lengths were packed at high pressure and a deep and systematic evaluation of kinetic performance, in terms of van Deemter analysis, was performed under different elution conditions (HILIC, POM, RP and NP) by using both achiral and chiral probes. For the achiral probes, the efficiency of the columns at the minimum of the van Deemter curves were very high leading to some 278000, 270000, 262000 and 232000plates/m in hydrophilic interaction liquid chromatography (HILIC), polar organic mode (POM), normal phase (NP) and reversed phase (RP) respectively. The lowest plate height, Hmin=3.59μm (h(/)=1.89), was obtained under HILIC conditions at a flow rate of 1.4mL/min. Efficiency as high as 200000-250000plates/m (at the optimum flow rate) was obtained in the separation of the enantiomers of chiral probes under HILIC/POM conditions.
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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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