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13139-17-8 - N-(Benzyloxycarbonyloxy)succinimide, 98% - Benzyl N-succinimidyl carbonate - Cbz-ONSu - A12153 - Alfa Aesar

A12153 N-(Benzyloxycarbonyloxy)succinimide, 98%

CAS Number
13139-17-8
Synonyms
Benzyl N-succinimidyl carbonate
Cbz-ONSu

Size Price ($) Quantity Availability
5g 14.94
25g 48.93
100g 123.30
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N-(Benzyloxycarbonyloxy)succinimide, 98%

MDL
MFCD00005513
EINECS
236-075-3

Chemical Properties

Formula
C12H11NO5
Formula Weight
249.23
Melting point
77-82°
Sensitivity
Moisture Sensitive
Solubility
Soluble in chloroform, methanol, acetone (0.1 g/mL).

Applications

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

Notes

Moisture sensitive. Storage temperature 2-8°C. Store away from oxidizing agents, water/ moisture.

Literature References

Hassan Ali Zamani. Erbium(III) PVC membrane sensor based on N-(benzyloxycarbonyloxy)succinimide as a new neutral ionophore. Chin. Chem. Lett. 2011, 22 (3), 346-349.

Selective reagent for the introduction of the benzyloxycarbonyl (Cbz or Z) protecting group, avoiding the formation of amino acid dimers: Tetrahedron Lett., 4765 (1966); J. Antibiot., 25, 695 (1972); 34, 513 (1981); Can. J. Chem., 60, 976 (1982).

Especially convenient for the selective protection of the -amino group of lysine and ornithine: Can. J. Chem., 54, 733 (1976); Rec. Trav. Chim., 99, 400 (1980). See Appendix 6.

Other References

Beilstein
1387927
Harmonized Tariff Code
2925.19
TSCA
No

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