Boxazomycin A

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Category Antibiotics
Catalog number BBF-00168
CAS 107021-64-7
Molecular Weight 316.27
Molecular Formula C14H12N4O5

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Description

Boxazomycin A is an antibiotic produced by Pseudonocardia sp.G495-11. It has activity against gram-positive bacteria and anaerobic bacteria.

Specification

Synonyms 4-Benzoxazolecarboxamide, 5-hydroxy-2-(5-hydroxy-2-(hydroxymethyl)-4-pyrimidinyl)-7-methyl-; (2Z)-5-hydroxy-2-[2-(hydroxymethyl)-5-oxopyrimidin-4-ylidene]-7-methyl-3H-1,3-benzoxazole-4-carboxamide
IUPAC Name 5-hydroxy-2-[5-hydroxy-2-(hydroxymethyl)pyrimidin-4-yl]-7-methyl-1,3-benzoxazole-4-carboxamide
Canonical SMILES CC1=CC(=C(C2=C1OC(=N2)C3=NC(=NC=C3O)CO)C(=O)N)O
InChI InChI=1S/C14H12N4O5/c1-5-2-6(20)9(13(15)22)11-12(5)23-14(18-11)10-7(21)3-16-8(4-19)17-10/h2-3,19-21H,4H2,1H3,(H2,15,22)
InChI Key DPUXBYFNGWRIKJ-UHFFFAOYSA-N

Properties

Appearance Yellow needle Crystal
Antibiotic Activity Spectrum Gram-positive bacteria
Melting Point >275°C(dec.)
Solubility Soluble in DMF, Water, methyl ether, methanol, ethanol

Reference Reading

1. Palladium-catalyzed cross-coupling in the synthesis of pyridinyl boxazomycin C analogues
Chris Richardson, Gordon W Rewcastle, Denton Hoyer, William A Denny J Org Chem. 2005 Sep 2;70(18):7436-8. doi: 10.1021/jo0510033.
[reaction: see text] Palladium-catalyzed cross-coupling of 2-thiomethylbenzoxazoles with tri-alkylstannyl pyridines efficiently produces pyridinyl boxazomycin C analogues.

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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