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About This Item
Empirical Formula (Hill Notation):
C5H5NO4
CAS Number:
Molecular Weight:
143.10
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
assay
98%
form
solid
mp
160-163 °C (lit.)
SMILES string
COC(=O)c1cc(O)no1
InChI
1S/C5H5NO4/c1-9-5(8)3-2-4(7)6-10-3/h2H,1H3,(H,6,7)
InChI key
BBFWUUBQSXVHHZ-UHFFFAOYSA-N
Application
Methyl 3-hydroxy-5-isoxazolecarboxylate was used in the enantioselective synthesis of a key precursor to the tetracycline antibiotics. It was also used in the preparation of formamidinopiperidine analog, an N-amidinopiperidine compound.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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C B Xue et al.
Bioorganic & medicinal chemistry letters, 8(24), 3499-3504 (1999-02-06)
Despite the excellent in vitro potency of a series of benzamide glycoprotein IIb/IIIa antagonists, which have been reported previously, poor in vivo potency in the inhibition of platelet aggregation was observed when the most potent inhibitor XU057 was dosed intravenously
Jason D Brubaker et al.
Organic letters, 9(18), 3523-3525 (2007-08-19)
A practical, enantioselective synthetic route to a key precursor to the tetracycline antibiotics is reported. The route proceeds in nine steps (21% yield) from the commercial substance methyl 3-hydroxy-5-isoxazolecarboxylate. Key steps in the route involve enantioselective addition of divinylzinc to
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