N-(Benzyloxycarbonyloxy)succinimide - ≥98% , CAS No.13139-17-8

CAS: 13139-17-8 Cat. No.: B109918 Peso molecular: 249.22 Beilstein Registry Number: 1387927 Número EC: 236-075-3

GRADE & PURITY ≥98%

Synonyms

N-(Benzyloxycarbonyloxy)succinimide, 98% | N-Carbobenzoxyoxysuccinimide | 1,8-Naphthalide | cbz-onsu | O-Cbz-N-hydroxysuccinimide | BP-12325 | 1,3,4,5-tetrahydro-2H-benzo[b][1,4]diazepin-2-one | HY-75200 | n-(benzyloxycarbonyloxy) succinimide | N-(benzylo

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Descripción general

Product 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 cyclenregioselectively.

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

Specifications

Sinónimos

N-(Benzyloxycarbonyloxy)succinimide, 98% | N-Carbobenzoxyoxysuccinimide | 1, 8-Naphthalide | cbz-onsu | O-Cbz-N-hydroxysuccinimide | BP-12325 | 1, 3, 4, 5-tetrahydro-2H-benzo[b][1, 4]diazepin-2-one | HY-75200 | n-(benzyloxycarbonyloxy) succinimide | N-(benzylo

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C, Argon charged

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488186160
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488186160
• Sonrisas canónicas: C1CC(=O)N(C1=O)OC(=O)OCC2=CC=CC=C2
• IUPAC Name: benzyl (2,5-dioxopyrrolidin-1-yl) carbonate
• InChIKey: MJSHDCCLFGOEIK-UHFFFAOYSA-N
• 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
• Isómeros SMILES: C1CC(=O)N(C1=O)OC(=O)OCC2=CC=CC=C2
• WGK Alemania: 3
• Peso molecular: 249.22
• Beilstein: 1387927
• Reaxy-Rn: 1387927
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1387927&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Clase Benzene and substituted derivatives
      • Subclass Benzyloxycarbonyls

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: Benzene and substituted derivatives
• Subclass: Benzyloxycarbonyls
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzyloxycarbonyls
• Alternative Parents: Pyrrolidine-2-ones Dicarboximides Organic carbonic acids and derivatives Lactams Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Benzyloxycarbonyl - Pyrrolidone - 2-pyrrolidone - Dicarboximide - Pyrrolidine - Carbonic acid derivative - Lactam - Azacycle - Organoheterocyclic compound - Carboxylic acid derivative - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Solubilidad: Soluble in chloroform, methanol, acetone (0.1 g/mL).
• Sensibilidad: Light & Moisture Sensitive
• Punto de fusión (°C): 80-82°C
• Peso molecular: 249.220 g/mol
• XLogP3: 1.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 249.064 Da
• Monoisotopic Mass: 249.064 Da
• Topological Polar Surface Area: 72.900 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 332.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1