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Cbz-OSu

Benzyl N-Succinimidyl Carbonate


Other Names:

N-(Benzyloxycarbonyloxy)succinimide

Z-OSu





General Information:


Structure:




CAS Number: 13139-17-8

Molecular Weight: 249.22 g/mol

Appearance: White solid

Melting Point: 80-82 C


Benzyl N-succinimidyl carbonate (Cbz-OSu) is usually used for the Cbz protection of amines. A similar reagent is benzyl chloroformate.




Common Uses:


Reagent for the Cbz protection of amines



Procedure excerpt:

To a solution of the SM (30.5 g, 148.6 mmol) in THF/H2O (1:1, 400 mL) was added NaHCO3 (24.7 g, 294 mmol), followed by benzyl N-succinimidyl carbonate (44.0 g, 176 mmol) . . .

[full procedure]




References:


1) Patent Reference: WO2011123693, page 70, (11.9 MB)

2) www.sigmaaldrich.com: N-(Benzyloxycarbonyloxy)succinimide (link)

3) www.alfa.com: A12153 N-(Benzyloxycarbonyloxy)succinimide, 98% (link)

4) www.trc-canada.com: N-(N-Benzyloxycarbonyloxy)succinimide (link)