227781

N-(Benzyloxycarbonyloxy)succinimide

98%, for peptide synthesis

• Sinonimo/i: Benzyl N-succinimidyl carbonate, Z-OSu
• Formula empirica (notazione di Hill): C₁₂H₁₁NO₅
• Numero CAS: 13139-17-8
• Peso molecolare: 249.22
• Beilstein: 1387927
• Numero CE: 236-075-3
• Numero MDL: MFCD00005513
• Codice UNSPSC: 12352005
• ID PubChem: 24853653
• NACRES: NA.22

Proprietà

• product name: N-(Benzyloxycarbonyloxy)succinimide, 98%
• Saggio: 98%
• Punto di fusione: 80-82 °C (lit.)
• applicazioni: peptide synthesis
• Stringa SMILE: 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; MJSHDCCLFGOEIK-UHFFFAOYSA-N

Descrizione

Applicazioni

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.

Reagent for the selective introduction of the Z-amino protection in amino acids; and in aminoglycoside antibiotics.

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Gloves, type N95 (US)