56055
N-Hydroxy-5-norbornene-2,3-dicarboxylic acid imide
purum, ≥96.0% (T)
Synonym(s):
N-Hydroxybicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid imide, HONB
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About This Item
Empirical Formula (Hill Notation):
C9H9NO3
CAS Number:
Molecular Weight:
179.17
EC Number:
244-538-6
UNSPSC Code:
12352300
MDL number:
Beilstein/REAXYS Number:
13540
grade
purum
assay
≥96.0% (T)
mp
165-170 °C (lit.), 166-169 °C
SMILES string
ON1C(=O)[C@@H]2[C@H]3C[C@H](C=C3)[C@@H]2C1=O
InChI
1S/C9H9NO3/c11-8-6-4-1-2-5(3-4)7(6)9(12)10(8)13/h1-2,4-7,13H,3H2/t4-,5+,6-,7+
InChI key
ZUSSTQCWRDLYJA-UMRXKNAASA-N
Other Notes
Excellent reagent to be used in combination with DCC for peptide synthesis; the reagent decreases racemization, inhibits formation of N-acylureas and affords peptides in high yields; the corresponding chloroformate can be used for the introduction of various amino-protecting groups
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P. Henklein et al.
Synthesis, 166-166 (1987)
C. Kitada et al.
Chemical & Pharmaceutical Bulletin, 26, 585-585 (1978)
The use of N-hydroxy-5-morbornene-2,3-dicarboximide active esters in peptide synthesis.
M Fujino et al.
Chemical & pharmaceutical bulletin, 22(8), 1857-1863 (1974-08-01)