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N-(9-Fluorenylmethoxycarbonyloxy)succinimide, 98%, Thermo Scientific Chemicals
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Catalog number A13143.03
also known as A13143-03
Price (USD)/ Each
31.70
-
Quantity:
1 g
Price (USD)/ Each
31.70
N-(9-Fluorenylmethoxycarbonyloxy)succinimide, 98%, Thermo Scientific Chemicals
Catalog numberA13143.03
Price (USD)/ Each
31.70
-
Chemical Identifiers
CAS82911-69-1
IUPAC Name2,5-dioxopyrrolidin-1-yl (9H-fluoren-9-yl)methyl carbonate
Molecular FormulaC19H15NO5
InChI KeyWMSUFWLPZLCIHP-UHFFFAOYSA-N
SMILESO=C(OCC1C2=CC=CC=C2C2=CC=CC=C12)ON1C(=O)CCC1=O
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Specification SheetN-(9-Fluorenylmethoxycarbonyloxy)succinimide is the most efficient reagent for the selective preparation of N-(9-fluorenylmethoxycarbonyl) derivatives of hydroxy-amino acids. Dipeptide formation is lower than with the chloroformate, Fmoc-Cl. It is also employed in the synthesis of glycopeptides.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
N-(9-Fluorenylmethoxycarbonyloxy)succinimide is the most efficient reagent for the selective preparation of N-(9-fluorenylmethoxycarbonyl) derivatives of hydroxy-amino acids. Dipeptide formation is lower than with the chloroformate, Fmoc-Cl. It is also employed in the synthesis of glycopeptides.
Solubility
Soluble in dimethyl sulfoxide and dimethyl formamide.
Notes
Store in a cool place. Moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong acids.
N-(9-Fluorenylmethoxycarbonyloxy)succinimide is the most efficient reagent for the selective preparation of N-(9-fluorenylmethoxycarbonyl) derivatives of hydroxy-amino acids. Dipeptide formation is lower than with the chloroformate, Fmoc-Cl. It is also employed in the synthesis of glycopeptides.
Solubility
Soluble in dimethyl sulfoxide and dimethyl formamide.
Notes
Store in a cool place. Moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong acids.
RUO – Research Use Only
General References:
- Reagent for the preparation of Fmoc derivatives of amino acids, avoiding problems arising from mixed anhydride formation; preferred especially for the protection of hydroxy amino acids: Can. J. Chem., 60, 976 (1982); Biopolymers, 22, 2157 (1983); Synthesis, 671 (1978). For peptide reagents, see Appendix 6.
- Bartolami, E.; Gilles, A.; Dumy, P.; Ulrich, S. Synthesis of alpha-PNA containing a functionalized triazine as nucleobase analogue. Tetrahedron Lett. 2015, 56 (18), 2319-2323.
- Wang, N.; Seko, A.; Takeda, Y.; Ito, Y. Preparation of asparagine-linked monoglucosylated high-mannose-type oligosaccharide from egg yolk. Carbohydr. Res. 2015, 411, 37-41.