46465
1-Adamantyl fluoroformate
technical, ≥90% (T)
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About This Item
Empirical Formula (Hill Notation):
C11H15FO2
CAS Number:
Molecular Weight:
198.23
EC Number:
263-400-6
UNSPSC Code:
12352101
PubChem Substance ID:
Beilstein/REAXYS Number:
3590131
MDL number:
InChI key
PNLZKVOKOVFGMZ-KJZNFTALSA-N
InChI
1S/C11H15FO2/c12-10(13)14-11-4-7-1-8(5-11)3-9(2-7)6-11/h7-9H,1-6H2/t7-,8+,9-,11-
SMILES string
FC(=O)OC12C[C@H]3C[C@H](C[C@H](C3)C1)C2
grade
technical
assay
≥90% (T)
application(s)
peptide synthesis
storage temp.
2-8°C
Other Notes
Reagent suited for the protection of imidazole function of histidine; Used for the protection of ω-amino groups of Lys and Orn; e.g. in fragment condensations; γ,ω-bis-protection of arginine
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
190.4 °F - closed cup
flash_point_c
88 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Regulatory Information
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G.W. Kenner et al.
Tetrahedron, 35, 2767-2767 (1979)
R. Presentini et al.
International Journal of Peptide and Protein Research, 27, 123-123 (1986)
I.J. Galpin et al.
Tetrahedron, 35, 2771-2771 (1979)
L Moroder et al.
Hoppe-Seyler's Zeitschrift fur physiologische Chemie, 357(11), 1647-1650 (1976-11-01)
1-Adamantyl fluoroformate was prepared from 1-adamantol and fluorophosgene. The cristalline and stable fluoroformate was allowed to react with amino acids to give the corresponding 1-adamantyloxycarbonyl derivatives in consistently high yields. Additonally this new reagent proved to be ideally reactive for
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