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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
Molecular Weight:
249.22
MDL Number:
MFCD00005513
MOL File:
13139-17-8.mol
MSDS File:
SDS
Last updated:2023-11-02 19:56:47

N-(Benzyloxycarbonyloxy)succinimide 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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
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
NFPA 704
1
1 1

N-(Benzyloxycarbonyloxy)succinimide price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 227781 N-(Benzyloxycarbonyloxy)succinimide 98% 13139-17-8 25g $105 2024-03-01 Buy
Sigma-Aldrich 227781 N-(Benzyloxycarbonyloxy)succinimide 98% 13139-17-8 100g $174 2024-03-01 Buy
TCI Chemical C1124 N-Carbobenzoxyoxysuccinimide >98.0%(N) 13139-17-8 25g $45 2024-03-01 Buy
TCI Chemical C1124 N-Carbobenzoxyoxysuccinimide >98.0%(N) 13139-17-8 250g $219 2024-03-01 Buy
Alfa Aesar A12153 N-(Benzyloxycarbonyloxy)succinimide, 98% 13139-17-8 25g $55.65 2024-03-01 Buy
Product number Packaging Price Buy
227781 25g $105 Buy
227781 100g $174 Buy
C1124 25g $45 Buy
C1124 250g $219 Buy
A12153 25g $55.65 Buy

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

Chemical Properties

white crystal powde

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.

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

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

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View Lastest Price from N-(Benzyloxycarbonyloxy)succinimide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-(Benzyloxycarbonyloxy)succinimide pictures 2023-11-02 N-(Benzyloxycarbonyloxy)succinimide
13139-17-8
US $20.00-1.00 / kg 1kg 0.99 10 tons Hebei Yanxi Chemical Co., Ltd.
N-(Benzyloxycarbonyloxy)succinimide pictures 2023-09-06 N-(Benzyloxycarbonyloxy)succinimide
13139-17-8
US $0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
 N-(Benzyloxycarbonyloxy)succinimide pictures 2023-03-06 N-(Benzyloxycarbonyloxy)succinimide
13139-17-8
US $29.60 / KG 1KG 98% 5000kg Hebei Guanlang Biotechnology Co,.LTD
BENZYLOXYCARBONYL-N-HYDROXYSUCCINIMIDE BENZYLOXYLCARBONYLOXYSUCCINIMIDE BENZYLOXYCARBONYLSUCCINIMIDE BENZYLOXYCARBONYLOXYSUCCINIMIDE 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) 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 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) 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 N-Carbobenzoxyoxysuccinimide N-(Benzyloxycarbonyloxy)succinimide 98% Nα-(Benzyloxycarbonyloxy)succinimide≥ 99% (HPLC) 1-[[(phenylmethoxy)carbonyl]oxy]-5-pyrrolidinedione Benzooxycarbonylsuccinimide N-Carbobenzoxyoxysuccinimide>