Product

N-(Benzyloxycarbonyloxy)succinimide

CAS No.：13139-17-8

Other grades of this product :

N-(Benzyloxycarbonyloxy)succinimide Basic information

Product Name:	N-(Benzyloxycarbonyloxy)succinimide
Synonyms:	BENZYLOXYCARBONYL-N-HYDROXYSUCCINIMIDE;BENZYLOXYLCARBONYLOXYSUCCINIMIDE;BENZYLOXYCARBONYLSUCCINIMIDE;BENZYLOXYCARBONYLOXYSUCCINIMIDE;BENZYL N-SUCCINIMIDYL CARBONATE;benzyl succinimido carbonate;CBZ-ONSU;CBZ-OSU
CAS:	13139-17-8
MF:	C12H11NO5
MW:	249.22
EINECS:	236-075-3
Product Categories:	Medical Intermediates;Peptide coupling agents;Amino Acid Derivatives;Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines;N-Protecting Reagents;Biochemistry;Condensation & Active Esterification;N-Substituted Maleimides, Succinimides & Phthalimides;N-Substituted Succinimides;Peptide Synthesis;Protective Reagents (Peptide Synthesis);Synthetic Organic Chemistry;Cbz-Amino acid series
Mol File:	13139-17-8.mol

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)
Fp	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 Information

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

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 Preparation Products And Raw materials

Preparation Products

1-(Benzyloxycarbonyl)-4-piperidinone-->BENZYL 3-PYRROLINE-1-CARBOXYLATE-->Cbz-D-Phenylalaninol-->N-Cbz-L-Leucine-->N-Cbz-D-Alanine-->DIBENZYL 2,2'-IMINOBIS(ETHYLCARBAMATE)-->BENZYL N-(3-HYDROXYPROPYL)CARBAMATE-->(S)-benzyl 3-(hydroxymethyl)piperazine-1-carboxylate-->(R)-PIPERIDINE-1,3-DICARBOXYLIC ACID 1-BENZYL ESTER-->N-CARBOBENZOXY-1,3-DIAMINOPROPANE HYDROCHLORIDE-->1-BENZYL 4-ETHYL PIPERIDINE-1,4-DICARBOXYLATE-->BENZYL 2-BROMOETHYLCARBAMATE-->N,N'-Bis(benzyloxycarbonyl)-L-cystine-->Benzyl 4-hydroxy-1-piperidinecarboxylate-->Cbz-L-tert-Leucine

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