946573-41-7

Basic information

• Product Name: Cefdinir Lactone
• Synonyms: Cefdinir Lactone;(αZ)-2-AMino-α-(hydroxyiMino)-N-[(5aR,6R)-1,4,5a,6-tetrahydro-3-Methyl-1,7-dioxo-3H,7H-azeto[2,1-b]furo[3,4-d][1,3]thiazin-6-yl]-4-thiazoleacetaMide;Cefdinir Lactone Discontinued;(Z)-2-(2-Aminothiazol-4-yl)-2-(hydroxyimino)-N-{(3RS,5aR,6R)-3-methyl-1,7-dioxo-1,3,4,5a,6,7- hexahydroazeto [2,1-b]furo[3,4-d][1,3]thiazin-6-yl}acetamide
• CAS NO: 946573-41-7
• Molecular Formula: C14H13N5O5S2
• Molecular Weight: 395.41352
• Product Categories: Chiral Reagents;Impurity;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 946573-41-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cefdinir Lactone(CAS DataBase Reference)
• NIST Chemistry Reference: Cefdinir Lactone(946573-41-7)
• EPA Substance Registry System: Cefdinir Lactone(946573-41-7)

Safety Data

• Hazardous Substances Data: 946573-41-7(Hazardous Substances Data)

Upstream product

• 91832-40-5 cefdinir 
• 127770-93-8 C₁₆H₁₅N₅O₆S₂ 
• 104797-47-9 S-2-benzothiazolyl (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyimino thioacetate 
• 110130-88-6 (Z)-2-(2-amino-4-thiazolyl)-2-(acetoxyimino)acetic acid 

Relevant articles and documents

Improved synthesis of Cefdinir and its polymorphic form, an antibacterial active pharmaceutical ingredient

New methods for the preparation of Cefdinir 1 and its polymorphic form Sesqui hydrate 1a are described. The synthesis of 2-mercaptobenzothiazolyl (Z)-2-(2-amino-4-thiazolyl)-2-acetoxyiminoacetate 4 was affected by using triphenylphosphine and triethylamine, and acylation of 7-amino-3-vinylcephem-4- carboxylic acid 5 followed by deprotection with K2CO3 in the presence of ammonium chloride in the same pot yielded crude Cefdinir. Purification of crude Cefdinir through resin and treatment of the resulting wet product with trifluoroacetic acid gave highly pure TFA salt of Cefdinir 6, which on neutralization afforded 1a in excellent yield. The impurity profiling of this compound has also been discussed. Copyright Taylor & Francis Group, LLC.