20023
O-tert-Butylhydroxylamine hydrochloride
≥99.0% (AT)
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Synonym(s):
2-Aminooxy-2-methylpropane hydrochloride, O-(1,1-Dimethylethyl)hydroxylamine hydrochloride, tert-Butoxyamine hydrochloride
Linear Formula:
(CH3)3CONH2 · HCl
CAS Number:
Molecular Weight:
125.60
Beilstein:
3668106
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥99.0% (AT)
form
solid
mp
~155 °C (dec.)
solubility
H2O: soluble 0.5 g/10 mL
SMILES string
Cl.CC(C)(C)ON
InChI
1S/C4H11NO.ClH/c1-4(2,3)6-5;/h5H2,1-3H3;1H
InChI key
ZBDXGNXNXXPKJI-UHFFFAOYSA-N
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Application
O-tert-Butylhydroxylamine hydrochloride was used in the synthesis of N-methyl-O-tert-butylhydroxylamine hydrochloride. It was also used in the preparation of N-tert-butoxyamino acids as substrates for the unambiguous synthesis of N-hydroxy peptides.
Reactant involved in synthesis of biologically active molecules including:
Reactant involved in:
- CGS 25966 derivatives for use as MMP inhibitors
- Imidazolidinedione derivatives for use as antimalarial treatments
- Pyrimidine ribonucleotide analogs as P2Y6 receptor agonists
- Rab proteins for isoprenylation and geranylgeranylation inhibition
Reactant involved in:
- Synthesis of N-(arylethyl)-O-tert-butylhydroxamates for use as Weinreb amide equivalents
- Double allylic alkylation of indole-2-hydroxamates
- SN2 substitution reactions at amide nitrogens
- Photocycloaddition to C=N bonds for synthesis of 1,3-diazepines
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Sol. 2
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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Klaus Kopka et al.
Nuclear medicine and biology, 31(2), 257-267 (2004-03-12)
Non-invasive measurement of matrix metalloproteinase (MMP) activity in vivo is a clinical challenge in many disease processes such as inflammation, tumor metastasis and atherosclerosis. Therefore, radioiodinated analogues of the non-peptidyl broad-spectrum MMP inhibitor (MMPI) CGS 27023A 1a were synthesized for
T. Kolasa et al.
Tetrahedron, 30, 3591-3591 (1974)
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