N-(Benzyloxycarbonyloxy)Succinimide
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N-(Benzyloxycarbonyloxy)Succinimide

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N-(Benzyloxycarbonyloxy)Succinimide is a reagent used in the preparation of peptide thioacids view peptide precursors. Also used in the preparation of aminoglycoside derivatives for the function of topoisomerase, both human and bacterial inhibition.

Category
Peptide Synthesis Reagents
Catalog number
BAT-002412
CAS number
13139-17-8
Molecular Formula
C12H11NO5
Molecular Weight
249.22
N-(Benzyloxycarbonyloxy)Succinimide
IUPAC Name
benzyl (2,5-dioxopyrrolidin-1-yl) carbonate
Synonyms
Benzyl N-succinimidyl carbonate; N-Carbobenzoxyoxysuccinimide; O-Cbz-N-hydroxysuccinimide; Nα-(Benzyloxycarbonyloxy) Succinimide; Z-ONSU; CBZ-O-NHS; benzyl succinimidyl carbonate; 2,5-dioxoazolidinyl (phenylmethoxy)formate; 1-{[(benzyloxy)carbonyl]oxy}pyrrolidine-2,5-dione; Z-OSu; N-(N-Benzyloxycarbonyloxy)succinimide
Appearance
Off-white to white crystalline powder
Purity
98 % (HPLC)
Density
1.319 g/cm3 (Predicted)
Melting Point
80-82 °C
Boiling Point
392.3 °C (Predicted)
Storage
2-8 °C
Solubility
Soluble in Acetone (0.1 g/mL, clear)
InChI
InChI=1S/C12H11NO5/c14-10-6-7-11(15)13(10)18-12(16)17-8-9-4-2-1-3-5-9/h1-5H,6-8H2
InChI Key
MJSHDCCLFGOEIK-UHFFFAOYSA-N
Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)OCC2=CC=CC=C2
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