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10926

Sigma-Aldrich

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:
190656-01-0
Molecular Weight:
255.27
Beilstein:
7712144
MDL number:
MFCD01862911
UNSPSC Code:
12352005
PubChem Substance ID:
57646856

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

10926-BULK:
10926-VAR:
10926-5G:
10926-25G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Synthesis of N-protected cyano aziridines
Fioravanti S, et al.
Synlett, 2004(06), 1083-1085 (2004)

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