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Merck
모든 사진(3)

Key Documents

227781

Sigma-Aldrich

N-(Benzyloxycarbonyloxy)succinimide

98%, for peptide synthesis

동의어(들):

Benzyl N-succinimidyl carbonate, Z-OSu

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About This Item

실험식(Hill 표기법):
C12H11NO5
CAS Number:
Molecular Weight:
249.22
Beilstein:
1387927
EC Number:
MDL number:
UNSPSC 코드:
12352005
PubChem Substance ID:
NACRES:
NA.22

product name

N-(Benzyloxycarbonyloxy)succinimide, 98%

분석

98%

mp

80-82 °C (lit.)

응용 분야

peptide synthesis

SMILES string

O=C(OCc1ccccc1)ON2C(=O)CCC2=O

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

InChI key

MJSHDCCLFGOEIK-UHFFFAOYSA-N

유사한 제품을 찾으십니까? 방문 제품 비교 안내

애플리케이션

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.
Reagent for the selective introduction of the Z-amino protection in amino acids; and in aminoglycoside antibiotics.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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