Boxazomycin C

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Category Antibiotics
Catalog number BBF-00170
CAS 107021-66-9
Molecular Weight 300.27
Molecular Formula C14H12N4O4

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Description

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

Specification

IUPAC Name 2-[5-hydroxy-2-(hydroxymethyl)pyrimidin-4-yl]-7-methyl-1,3-benzoxazole-4-carboxamide
Canonical SMILES CC1=C2C(=C(C=C1)C(=O)N)N=C(O2)C3=NC(=NC=C3O)CO
InChI InChI=1S/C14H12N4O4/c1-6-2-3-7(13(15)21)10-12(6)22-14(18-10)11-8(20)4-16-9(5-19)17-11/h2-4,19-20H,5H2,1H3,(H2,15,21)
InChI Key HLUCDFHCMBBDMQ-UHFFFAOYSA-N

Properties

Appearance Yellow Powder
Antibiotic Activity Spectrum Gram-positive bacteria
Melting Point 230-231°C

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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