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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;Z-ONSU;CBZ-ONSU;oxycarbonyL
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.
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
8-10
HS Code 
29252900
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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
$105
Updated
2024/03/01
Sigma-Aldrich
Product number
227781
Product name
N-(Benzyloxycarbonyloxy)succinimide
Purity
98%
Packaging
100g
Price
$174
Updated
2024/03/01
TCI Chemical
Product number
C1124
Product name
N-Carbobenzoxyoxysuccinimide
Purity
>98.0%(N)
Packaging
25g
Price
$45
Updated
2024/03/01
TCI Chemical
Product number
C1124
Product name
N-Carbobenzoxyoxysuccinimide
Purity
>98.0%(N)
Packaging
250g
Price
$219
Updated
2024/03/01
Alfa Aesar
Product number
A12153
Product name
N-(Benzyloxycarbonyloxy)succinimide, 98%
Packaging
25g
Price
$55.65
Updated
2024/03/01
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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.

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

Raw materials

Preparation Products

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N-(Benzyloxycarbonyloxy)succinimide Suppliers

Molekula Limited
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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 Weibang 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 Weibang 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:


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  • Cbz-Cl
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  • CBZ-OSU (N.ALPHA.-(BENZYLOXYCARBONYLOXY) SUCCINIMIDE)
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  • 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)
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  • N-Benzyloxycarbonyoxysuccinimide
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  • 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
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