Fmoc N-hydroxysuccinimide ester - ≥98% , CAS No.82911-69-1

CAS: 82911-69-1 Cat. No.: F106173 Molecular Weight: 337.33 Beilstein Registry Number: 3569540 EC Number: 433-520-5

GRADE & PURITY ≥98%

Synonyms

Fmoc-OSu | AB01046 | EC 433-520-5 | EN300-68359 | succinimidyl 9-fluorenylmethyl carbonate | Fmoc N-hydroxysuccinimide ester | Fmoc-OSu N-(9-Fluorenylmethoxycarbonyloxy)succinimide | (2,5-Dioxopyrrolidin-1-yl)-9H-fluoren-9-ylmethyl carbonate | C19H15NO5 |

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Fmoc N-hydroxysuccinimide ester is an efficient reagent for the selective preparation of N-(9-fluorenylmethoxycarbonyl) derivatives of hydroxy-amino acids in high yield. Dipeptide formation is lower than with chloroformate, Fmoc-Cl. It has been used in the synthesis of glycopeptides.
An efficient reagent for the selective preparation of N-(9-fluorenylmethoxycarbonyl) derivatives.

Specifications

Synonyms

Fmoc-OSu | AB01046 | EC 433-520-5 | EN300-68359 | succinimidyl 9-fluorenylmethyl carbonate | Fmoc N-hydroxysuccinimide ester | Fmoc-OSu N-(9-Fluorenylmethoxycarbonyloxy)succinimide | (2, 5-Dioxopyrrolidin-1-yl)-9H-fluoren-9-ylmethyl carbonate | C19H15NO5 |

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1CC(=O)N(C1=O)OC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 9H-fluoren-9-ylmethyl carbonate
• InChIKey: WMSUFWLPZLCIHP-UHFFFAOYSA-N
• INCHI: 1S/C19H15NO5/c21-17-9-10-18(22)20(17)25-19(23)24-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16H,9-11H2
• Isomeric SMILES: C1CC(=O)N(C1=O)OC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• WGK Germany: 3
• Molecular Weight: 337.33
• Beilstein: 3569540
• Reaxy-Rn: 3569540
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3569540&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Fluorenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Fluorenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Fluorenes
• 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 heteropolycyclic compounds
• Substituents: Fluorene - Pyrrolidone - 2-pyrrolidone - Dicarboximide - Pyrrolidine - Carbonic acid derivative - Lactam - Azacycle - Organoheterocyclic compound - Carboxylic acid derivative - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as fluorenes. These are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.
• 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

Chemical and Physical Properties

• Solubility: Soluble in dimethyl sulfoxide and dimethyl formamide. Solubility in water: insoluble
• Sensitivity: Moisture sensitive；heat sensitive
• Melt Point(°C): 150-153°C
• Molecular Weight: 337.300 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 337.095 Da
• Monoisotopic Mass: 337.095 Da
• Topological Polar Surface Area: 72.900 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 524.000
• 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

References

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