N-(Benzyloxycarbonyloxy)succinimide, 99%, Thermo Scientific Chemicals
N-(Benzyloxycarbonyloxy)succinimide, 99%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

N-(Benzyloxycarbonyloxy)succinimide, 99%, Thermo Scientific Chemicals

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Quantity:
100 g
25 g
Catalog number A12153.22
also known as A12153-22
Price (USD)/ Each
150.65
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167.00 
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Quantity:
100 g
Request bulk or custom format
Price (USD)/ Each
150.65
Online exclusive
167.00 
Save 16.35 (10%)
Add to cart
N-(Benzyloxycarbonyloxy)succinimide, 99%, Thermo Scientific Chemicals
Catalog numberA12153.22
Price (USD)/ Each
150.65
Online exclusive
167.00 
Save 16.35 (10%)
-
Add to cart
Chemical Identifiers
CAS13139-17-8
IUPAC Namebenzyl 2,5-dioxopyrrolidin-1-yl carbonate
Molecular FormulaC12H11NO5
InChI KeyMJSHDCCLFGOEIK-UHFFFAOYSA-N
SMILESO=C(OCC1=CC=CC=C1)ON1C(=O)CCC1=O
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SpecificationsSpecification SheetSpecification Sheet
FormCrystals or powder or crystalline powder
Assay (HPLC)≥98.5%
Melting Point (clear melt)77.0-83.0?C
Appearance (Color)White
Identification (FTIR)Conforms
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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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.

Solubility
Soluble in chloroform, methanol, acetone (0.1 g/mL).

Notes
Moisture sensitive. Storage temperature 2-8°C. Store away from oxidizing agents, water/ moisture.
RUO – Research Use Only

General References:

  1. 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.
  2. 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).
  3. 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.