Boc-DL-Abu-OH
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Boc-DL-Abu-OH

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Category
BOC-Amino Acids
Catalog number
BAT-003008
CAS number
77284-64-1
Molecular Formula
C9H17NO4
Molecular Weight
203.20
Boc-DL-Abu-OH
IUPAC Name
2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
Synonyms
2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid; (+/-)-N-Boc-2-aminobutyric acid; N-(tert-butoxycarbonyl)-2(S)-aminobutyric acid; t-butoxycarbonyl-aminobutyric acid; Boc-DL-2-aminobutyric acid
Purity
≥ 95%
Density
1.101±0.060 g/cm3
Melting Point
60-62 °C
Boiling Point
334.5±25.0 °C
InChI
InChI=1S/C9H17NO4/c1-5-6(7(11)12)10-8(13)14-9(2,3)4/h6H,5H2,1-4H3,(H,10,13)(H,11,12)
InChI Key
PNFVIPIQXAIUAY-UHFFFAOYSA-N
Canonical SMILES
CCC(C(=O)O)NC(=O)OC(C)(C)C
1. The peptides of alpha-aminosuberic acid I. New intermediates for synthetic studies
E Wünsch, H Stocker, P Malon, V Gut, V Cerovský, M Zertová, D D Laffan Amino Acids. 2000;18(3):219-27. doi: 10.1007/s007260050019.
The paper describes the synthesis of alpha-aminosuberic acid derivatives suitable for the synthesis of peptides. These include Z-, Boc- and Fmoc-protection on the alpha-amino group, benzyl ester, Boc-hydrazide and Z-hydrazide as well as the free carboxylic function in the side chain, and methyl ester, benzyl ester or free alpha-carboxylic group. Their use is demonstrated on the synthesis of the respective derivatives of Asu-Val-Leu. The enzyme catalyzed reaction was successfully used both as a route to L-Asu from the D,L-compound as well as for the direct synthesis of the optically active tripeptide derivative from the Z-D,L-Asu-OH.
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