4-Benzyl L-aspartate
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4-Benzyl L-aspartate

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Category
L-Amino Acids
Catalog number
BAT-004115
CAS number
2177-63-1
Molecular Formula
C11H13NO4
Molecular Weight
223.20
4-Benzyl L-aspartate
IUPAC Name
(2S)-2-amino-4-oxo-4-phenylmethoxybutanoic acid
Synonyms
L-Asp(OBzl)-OH; L-Aspartic acid b-benzyl ester; 4-Benzyl L-Aspartate; β-Benzyl L-Aspartate; L-Aspartic acid 4-benzylester; L-Aspartic acid 4-benzyl Ester
Appearance
White crystalline powder
Purity
≥ 98% (HPLC)
Density
1.283±0.06 g/cm3
Melting Point
196-208 °C
Boiling Point
413.1±45.0 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C11H13NO4/c12-9(11(14)15)6-10(13)16-7-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,14,15)/t9-/m0/s1
InChI Key
VGALFAWDSNRXJK-VIFPVBQESA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)CC(C(=O)O)N
1.Amino acids and peptides. XVIII. Dipeptide formation during the synthesis of Z-Asp(OBzl)-OH.
Iguchi S1, Kawasaki K, Okada Y. Int J Pept Protein Res. 1987 Nov;30(5):695-700.
During the benzyloxycarbonylation of H-Asp(OBzl)-OH by the Schotten-Bauman reaction with benzyloxycarbonyl chloride in the presence of NaHCO3 or Na2CO3, besides Z-Asp(OBzl)-OH, Z-Asp(OBzl)-Asp(OBzl)-OH was formed as side product, although the extent of the dipeptide formation differed depending on the base used (10% and 20% respectively). It was found that melting point, rotation value and Rf values upon thin-layer chromatography of Z-Asp(OBzl)-Asp(OBzl)-OH were quite similar to those of Z-Asp(OBzl)-OH.
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