N-(Benzyloxycarbonyloxy)succinimide

Product Name: N-(Benzyloxycarbonyloxy)succinimide
CAS No.: 13139-17-8
Chemical Name: N-(Benzyloxycarbonyloxy)succinimide
Synonyms: Cbz-Cl;CBZ-OSU;Z-OSU;benzyl 2,5-dioxopyrrolidin-1-yl carbonate;CBZ-Osu (Z-OSu);benzyl succinimido carbonate;BENZYL N-SUCCINIMIDYL CARBONATE;BENZYLOXYCARBONYLOXYSUCCINIMIDE;Z-0su;Z-ONSU
CBNumber: CB9474578
Molecular Formula: C12H11NO5
Formula Weight: 249.22
MOL File: 13139-17-8.mol

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N-(Benzyloxycarbonyloxy)succinimide Property

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.
Major Application: peptide synthesis
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)

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Safety

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
Storage Class: 11 - Combustible Solids

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 227781
Product name: N-(Benzyloxycarbonyloxy)succinimide
Purity: 98%
Packaging: 25g
Price: $115
Updated: 2026/04/30

Sigma-Aldrich

Product number: 227781
Product name: N-(Benzyloxycarbonyloxy)succinimide
Purity: 98%
Packaging: 100g
Price: $191
Updated: 2026/04/30

TCI Chemical

Product number: C1124
Product name: N-Carbobenzoxyoxysuccinimide
Purity: >98.0%(N)
Packaging: 25g
Price: $45
Updated: 2026/04/30

TCI Chemical

Product number: C1124
Product name: N-Carbobenzoxyoxysuccinimide
Purity: >98.0%(N)
Packaging: 250g
Price: $219
Updated: 2026/04/30

AstaTech

Product number: 28011
Product name: CBZ-ONSU
Purity: 95%
Packaging: 25G
Price: $13
Updated: 2026/04/30

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N-(Benzyloxycarbonyloxy)succinimide Chemical Properties,Usage,Production

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.

Application

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.

Synthesis

A method for synthesizing N- (benzyloxycarbonyl) succinimide comprises the following steps of adding purified water and hydroxylamine sulfate into a reaction container, dropwise adding liquid alkali under stirring, after dropwise adding, adding succinic anhydride in batches, dehydrating at high temperature and in vacuum under acid catalysis until no water is extracted, preparing N-hydroxysuccinimide solution, adding alkali into the N-hydroxysuccinimide solution, adjusting the pH of the reaction solution, controlling the temperature to be 0 ~ 60 ℃, dropwise adding benzyl chloroformate, separating out an organic layer after dropwise adding, concentrating to be dry, and recrystallizing to obtain an N- (benzyloxycarbonyl) succinimide finished product.[1]

References

[1] Method for synthesizing N- (benzyloxycarbonyl) succinimide by one-pot two-phase method. Patent No. CN110698381A

N-(Benzyloxycarbonyloxy)succinimide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-(Benzyloxycarbonyloxy)succinimide Suppliers

Americas 1 Belgium 2 Canada 2 China 469 Europe 4 France 1 Germany 8 India 23 Japan 10 Slovakia 1 Spain 1 Switzerland 5 United Kingdom 19 United States 68 Global 614

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Shanghai GL Peptide Ltd.

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Qufu Delu Biotechnology Co., Ltd

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View Lastest Price from N-(Benzyloxycarbonyloxy)succinimide manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: N-(Benzyloxycarbonyloxy)succinimide 13139-17-8
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 1000kg/month
Release date: 2023-01-05

Hebei Chuanghai Biotechnology Co., Ltd

Product: N-(Benzyloxycarbonyloxy)succinimide 13139-17-8
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 5tons
Release date: 2024-12-04

Hebei Chuanghai Biotechnology Co., Ltd

Product: N-(Benzyloxycarbonyloxy)succinimide 13139-17-8
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-31

13139-17-8, N-(Benzyloxycarbonyloxy)succinimideRelated Search:

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

BENZYLOXYCARBONYL-N-HYDROXYSUCCINIMIDE

BENZYLOXYLCARBONYLOXYSUCCINIMIDE

BENZYLOXYCARBONYLSUCCINIMIDE

BENZYL N-SUCCINIMIDYL CARBONATE

benzyl succinimido carbonate

CBZ-ONSU

(CARBOBENZOXY)SUCCINIMIDE

CARBONIC ACID BENZYL ESTER 2,5-DIOXO-PYRROLIDIN-1-YL ESTER

N-(BENZYLOXY CARBONYLOXY) SUCCINIMIDEZ-OSU

N-(BENZYLOXYCARBONYLOXY)SUCCINIMIDE(CBZ-OSU)

LABOTEST-BB LT00053446

2,5-PYRROLIDINEDIONE,1-[[(PHENYLMETHOXY)CARBONYL]OXY]-

O-Benzyloxycarbonyl-N-hydroxysuccinimide

CBZOSU, BENZYLOXYCARBONYL N-SUCCINIMIDE

Z-Osu (Cbz-Osu)

Z-Osu(N-(Benzyloxycarbonyloxy)Succinimide)

Cbz-OSu (Nα-(Benzyloxycarbonyloxy) Succinimide)

CBZ-Osu (Z-OSu)

N-(Benzyloxy

Z-OSU: BENZYLOXYCARBONYL-N-HYDROXYSUCCINIMIDE

1-{[(BBENZYLOXY)CARBONYL]OXY}PYRROLIDINE-2,5-DIONE

N-(BENZYLOXYCARBONYLOXY)SUCCINIMIDE (Z-ONSU)

CBZ-OSU (N.ALPHA.-(BENZYLOXYCARBONYLOXY) SUCCINIMIDE)

Z-OSU 13139-17-8

CBZ-ONSU, N-(BENZYLOXYCARBONYOXY) SUCCINIMIDE

N-(Benzyloxycarbonyloxy)succinimide ,99%

1-(Benzyloxycarbonyloxy)-2,5-pyrrolidinedione

1-(Benzyloxycarbonyloxy)pyrrolidine-2,5-dione

1-[(Benzyloxy)carbonyloxy]pyrrolidine-2,5-dione

Carbonic acid O-benzyl O-(2,5-dioxopyrrolizino)

Carbonic acid O-benzyl O-succinimidyl ester

N-Benzyloxycarbonyoxysuccinimide

Benzyloxycarbonyl N-succinimide

N-(Benzyloxycarbonyloxy)succinimide,98%

Z-ONSU

TIMTEC-BB SBB006484

N-(Benzyloxycarbonyl

N|á-(Benzyloxycarbonyloxy) SucciniMide

Benzyl N-succinimidyl carbonate, Z-OSu

benzyl 2,5-dioxopyrrolidin-1-yl carbonate

N-(Benzyloxycarbonyloxy)succiniMide, 98% 25GR

O-CBZ-N-HYDROXYSUCCINIMIDE

N-CARBOBENZOXY-SUCCINIMIDE

N-CARBOBENZOXYOXYSUCCINIMIDE

N-(BENZOYLOXYCARBONYLOXY)SUCCINIMIDE

N-(BENZYLOXYCARBONYL)-SUCCINIMIDE

N-BENZYLOXYCARBONYLOXYSUCCINAMIDE

N-(BENZYLOXYCARBONYLOXY)SUCCINIMIDE

N-ALPHA-(BENZYLOXYCARBONYLOXY)SUCCINIMIDE

N-(Benzyloxycarbonyloxy)succiniMide(Z-ONSu Z-Osu)

Benzooxycarbonylsuccinimide

O-Cbz-N-hydroxysuccinimide Benzyl N-Succinimidyl Carbonate Cbz-OSu Z-OSu

PhenylMethoxycarbonylsucciniMide

N-(N-Benzyloxycarbonyloxy)succiniMide

Carbonic acid,2,5-dioxo-1-pyrrolidinyl phenylMethyl ester

N - butyl benzyl oxygen carbonyl oxygen radicals diiMide

<i>N</i>-Carbobenzoxyoxysuccinimide

N-(Benzyloxycarbonyloxy)succinimide 98%