227781

N-(Benzyloxycarbonyloxy)succinimid

98%, for peptide synthesis

• Synonym(e): Benzyl-N-succinimidyl-carbonat, Z-OSu
• Empirische Formel (Hill-System): C₁₂H₁₁NO₅
• CAS-Nummer: 13139-17-8
• Molekulargewicht: 249.22
• Beilstein: 1387927
• EG-Nummer: 236-075-3
• MDL-Nummer: MFCD00005513
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24853653
• NACRES: NA.22

Eigenschaften

• product name: N-(Benzyloxycarbonyloxy)succinimid, 98%
• Assay: 98%
• mp (Schmelzpunkt): 80-82 °C (lit.)
• Anwendung(en): peptide synthesis
• SMILES String: O=C(OCc1ccccc1)ON2C(=O)CCC2=O
• 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
• InChIKey: MJSHDCCLFGOEIK-UHFFFAOYSA-N

Beschreibung

Anwendung

N-(Benzyloxycarbonyloxy)succinimide (Cbz-OSu) is a common reagent for the carboxybenzyl protection of amines. This reaction is one of the key synthetic steps in the synthesis of:

• Enantiomers of cyclic methionine analogs viz, (R)-and (S)-3-aminotetrahydrothiophene- 3-carboxylic acid.
• 1′-H-Spiro-(indoline-3,4′-piperidine) and its derivatives.
• Total synthesis of (-)-diazonamide A. and (-)-sanglifehrin A.

Cbz-OSu is widely employed to protect amino acid residues in peptide synthesis. It can also be used in N-trans diprotection of cyclen regioselectively.

Reagenz für die selektive Einführung der Z-Amino-Schutzgruppen in Aminosäuren

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)