10926
9-Fluorenylmethyl N-hydroxycarbamate
≥99.0%
Synonym(s):
N-(9-Fluorenylmethoxycarbonyl)hydroxylamine, N-Fmoc-hydroxylamine
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About This Item
Empirical Formula (Hill Notation):
C15H13NO3
CAS Number:
Molecular Weight:
255.27
Beilstein:
7712144
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
Assay
≥99.0%
mp
164.5 °C (lit.)
application(s)
peptide synthesis
SMILES string
ONC(=O)OCC1c2ccccc2-c3ccccc13
InChI
1S/C15H13NO3/c17-15(16-18)19-9-14-12-7-3-1-5-10(12)11-6-2-4-8-13(11)14/h1-8,14,18H,9H2,(H,16,17)
InChI key
HHNJBGORPSTJDX-UHFFFAOYSA-N
Application
9-Fluorenylmethyl N-hydroxycarbamate (Fmoc-NHOH) can be used as a reactant to prepare:
- N-Fmoc-aminooxy-2-chlorotrityl polystyrene, a solid-phase resin used to produce hydroxamic acids and peptidyl hydroxamic acids.
- 9-Fluorenylmethyl nosyloxycarbamate (Fmoc-NHONs) by reacting with nosyl chloride.
Other Notes
Building block for the solid-phase synthesis of (peptide) hydroxamic acids on chlorotrityl resin
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Synthesis of N-protected cyano aziridines
Fioravanti S, et al.
Synlett, 2004(06), 1083-1085 (2004)
N-Fmoc-aminooxy-2-chlorotrityl polystyrene resin: A facile solid-phase methodology for the synthesis of hydroxamic acids
Mellor SL, et al.
Tetrahedron Letters, 38(18), 3311-3314 (1997)
S.L. Mellor et al.
Tetrahedron Letters, 38, 3311-3311 (1997)
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