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82911-69-1 - N-(9-Fluorenylmethoxycarbonyloxy)succinimide, 98% - 9-Fluorenylmethyl N-succinimidyl carbonate - Fmoc-ONSu - A13143 - Alfa Aesar

A13143 N-(9-Fluorenylmethoxycarbonyloxy)succinimide, 98%

Numéro CAS
82911-69-1
Synonymes
9-Fluorenylmethyl N-succinimidyl carbonate
Fmoc-ONSu

Dimensions Prix ($) Quantité Disponibilité
1g 23,59
5g 61,49
25g 249,26
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N-(9-Fluorenylmethoxycarbonyloxy)succinimide, 98%

MDL
MFCD00010733
EINECS
433-520-5

Propriétés chimiques

Formule
C19H15NO5
Poids formulaire
337.34
Point de fusion
150-153°
Sensibilité
Moisture Sensitive
Solubilité
Soluble in dimethyl sulfoxide and dimethyl formamide.

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.

Notes

Store in a cool place. Moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong acids.

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H302-H317-H411-H401

Harmful if swallowed. May cause an allergic skin reaction. Toxic to aquatic life with long lasting effects. Toxic to aquatic life.

Mentions de prudence: P261-P273-P280-P264-P270-P301+P312-P363-P321-P333+P313-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Avoid release to the environment. Wear protective gloves/protective clothing/eye protection/face protection. Wash thoroughly after handling. Do not eat, drink or smoke when using this product. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Wash contaminated clothing before reuse. Specific treatment (see label). If skin irritation or rash occurs: Get medical advice/attention. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
3569540
Classe de danger
9
Groupe d'emballage
III
Code tarifaire harmonisé
2925.19
TSCA
No

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Catalyseurs

Analytique et matériel de laboratoire