N-(Benzyloxycarbonyloxy)succinimide , 98% , 13139-17-8

Synonym(s):
Benzyl N-succinimidyl carbonate;Z-OSu

CAS NO.：13139-17-8

Empirical Formula: C12H11NO5

Molecular Weight: 249.22

MDL number: MFCD00005513

EINECS: 236-075-3

PRODUCT Properties

• Melting point: 80-82 °C(lit.)
• Boiling point: 392.32°C (rough estimate)
• Density: 1.3189 (rough estimate)
• refractive index: 1.5560 (estimate)
• Flash point: 81°C
• storage temp.: Keep in dark place,Inert atmosphere,2-8°C
• solubility: acetone: 0.1 g/mL, clear
• form: Fine Crystalline Powder
• color: White to off-white
• Decomposition: 81 ºC
• Sensitive: Moisture Sensitive
• BRN: 1387927
• Stability: Stable. Moisture sensitive.
• 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
• InChIKey: MJSHDCCLFGOEIK-UHFFFAOYSA-N
• SMILES: C(OCC1=CC=CC=C1)(=O)ON1C(=O)CCC1=O
• CAS DataBase Reference: 13139-17-8(CAS DataBase Reference)

Description and Uses

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.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H315-H319-H335
• Precautionary statements: P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
• Hazard Codes: Xi,Xn
• Risk Statements: 43-24/25-36/37/38-20/21/22
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• F: 8-10
• HS Code: 29252900