N-(Benzyloxycarbonyloxy)succinimide Chemical 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.

CAS DataBase Reference

13139-17-8(CAS DataBase Reference)

Safety Information

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

MSDS

• Language:English Provider:N-Benzyloxycarbonyloxy succinimide
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

N-(Benzyloxycarbonyloxy)succinimide Usage And Synthesis

Chemical Properties

white crystal powde

Uses

Reagents for the selective introduction of the Z-protecting group into amino compounds

Uses

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.

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.

N-(Benzyloxycarbonyloxy)succinimide(13139-17-8)Related Product Information

• METHOXYFENOZIDE
• Maleimide
• Sodium carbonate
• Benzyl alcohol
• Benzyl isocyanate
• Benzyl chloride
• O-Phthalimide
• Benzyl chloroformate
• Dimethyl carbonate
• Succinimide
• Benzyl benzoate
• 9-Fluorenylmethyl chloroformate
• Benzyl nicotinate
• Calcium carbonate
• Bismaleimide
• Benzyl
• DIALIFOS
• N-(2-Chlorobenzyloxycarbonyloxy)succinimide