60846-21-1

Basic information

• Product Name: (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-[(2-amino-4-thiazolyl)(methoxyimino)acetylamino]-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid
• Synonyms: (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-[(2-amino-4-thiazolyl)(methoxyimino)acetylamino]-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid;(6R,7R)-3-Acetyloxymethyl-7β-[(2-amino-4-thiazolyl)(methoxyimino)acetylamino]cepham-3-ene-4-carboxylic acid;3-(Acetoxymethyl)-7β-[(2-amino-4-thiazolyl)(methoxyimino)acetylamino]cepham-3-ene-4-carboxylic acid;(6R,7R)-3-(acetoxymethyl)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS NO: 60846-21-1
• Molecular Formula: C₁₆H₁₇N₅O₇S₂
• Molecular Weight: 455.4655
• Mol File: 60846-21-1.mol
• Article Data: 24

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.8g/cm³
• Refractive Index: 1.778
• CAS DataBase Reference: (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-[(2-amino-4-thiazolyl)(methoxyimino)acetylamino]-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-[(2-amino-4-thiazolyl)(methoxyimino)acetylamino]-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid(60846-21-1)
• EPA Substance Registry System: (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-[(2-amino-4-thiazolyl)(methoxyimino)acetylamino]-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid(60846-21-1)

Safety Data

• Hazardous Substances Data: 60846-21-1(Hazardous Substances Data)

Usage

General Description

The chemical "(6R,7R)-3-(acetoxymethyl)-8-oxo-7-[(2-amino-4-thiazolyl)(methoxyimino)acetylamino]-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid" is a complex molecule with a variety of functional groups and a fused bicyclic ring system. It contains an oxo group, an acetoxymethyl group, an amino-thiazolyl-methoxyimino-acetylamino group, and a carboxylic acid functional group. The complex structure suggests that it may have potential biological activity and could be used in various chemical or pharmaceutical applications. Additionally, the presence of the bicycle ring system and the variety of functional groups suggests that it has a unique and potentially interesting molecular structure.

InChI:InChI=1/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-

Upstream product

• 957-68-6 7-Aminocephalosporanic acid 
• 66341-09-1 2-methoxyimino-2-(2-amino-1,3-thiazol-4-yl)acetic acid 
• 121464-41-3 (6R,7R)-3-Acetoxymethyl-7-(acetyl-{2-(2-amino-thiazol-4-yl)-2-[(E)-methoxyimino]-acetyl}-amino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 7440-44-0 pyrographite 
• 65052-67-7 (E)-methoxyimino-(2-tritylamino-thiazol-4-yl)-acetic acid ethyl ester 
• 65052-66-6 2-(2-aminothiazol-4-yl)-2-methoxyiminoacetic acid-S-ethyl ester 
• 65872-39-1 (Z)-γ-bromo-β-oxo-α-methoxyiminobutyric acid ethyl ester 
• 64485-88-7 ethyl 2-(2-aminothiazol-4-yl)-2-(anti)-methoxyiminoacetate 
• 65052-64-4 syn-2-methoxyimino-2-(2-tritylamino-thiazol-4-yl)-acetic acid 
• 98-59-9 p-toluenesulfonyl chloride 
• 17356-08-0 thiourea 
• 65872-41-5 cefotaxime 
• 108260-00-0 7-aminocephalosporanic acid 

Downstream Products

• 60846-23-3 cefotaxime sodium salt 
• 64485-93-4 cefotaxime sodium salt 
• 73384-59-5 ceftriaxone 
• 217803-89-9 1-(isopropoxycarbonyloxy)ethyl 7β-<2-(2-aminothiazol-4-yl)-(Z)-methoxyiminoacetamido>-3-acetoxymethyl-3-cephem-4-carboxylate 
• 121020-94-8 desacetyl cefotaxime 
• 121020-94-8 desacetylcefotaxime 
• 64485-93-4 cefatoxime sodium 

Relevant articles and documents

Cefotaxime sodium pharmaceutical preparation in the transabdominal or vaginal hysterectomy, gastrointestinal tract and genital tract such as the prevention of infection before the application (by machine translation)

The present invention provides a head spore sai wowo sodium or its composition, preparation method, preparation and use. The head spore sai wowo sodium or its composition of active ingredients in the Cefotaxime quality content is 98% or more, the impurity content is low, and the safety is high. The present invention provides the preparation method AE - active thioester and 7 - ACA reaction to obtain the spore saisai wo acid; with the spore saisai wo acid generating sodium salt, can get [...]. The preparation method is simple, stable and reliable, production process stability is strong. Therefore, the head spore sai wowo sodium or its composition can be used for pharmaceutical use, particularly for the treatment of transvaginal/abdominal hysterectomy, gastrointestinal, genitourinary tract before and postoperative infection prevention of infection. (by machine translation)

Thioester derivatives of thiazolyl acetic acid and their use in the preparation of cephalosporin compounds

The present invention provides new thioester derivatives of thiazolyl acetic acid of the general formula (I), wherein, R1represents H, trityl, CH3, CRaRbCOOR2(Raand Rbindependently of one another represents hydrogen or methyl and R2represents H or C1-C4alkyl). also, the invention provides a method by which the said thioester derivatives can be prepared by reacting thiazolyl acetic acid of the general formula (IV) with 1,2,5,6 tetrahdro-2-methyl-5,6 dioxo-1,2,4-triazin-3-thiol of the formula (VI) in a solvent, in presence of an organic base and with the help of Vilsmeier reagent of the formula (V). The so obtained thioester derivatives are reacted with 7-amino-cephem carboxylic acids of the general formula (III) to produce cephalosporin antibiotic compounds having the general formula (II).

Thioester derivatives of thiazolyl acetic acid and their use in the preparation of cephalosporin compounds

The present invention provides novel thioester derivatives of thiazolyl acetic acid of the general formula (I), wherein, R1represents H, trityl, CH3, or CRaRbCOOR3, in which Raand Rb, independently of one another, represents hydrogen or methyl and R3represents H or C1-C7alkyl; and R2represents C1-C4alkyl or phenyl. The invention also provides a method for preparation of the thioester derivatives and reaction of the thioester derivatives with cephem carboxylic acids to produce cephalosporin antibiotic compounds having general formula (II), wherein, R1represents H, trityl, CH3, or CRaRbCOOR3, in which Raand Rb, independently of one another, represents hydrogen or methyl and R3represents H or C1-C7alkyl; R4is CH3, —CH═CH2, CH2OCH3, CH2OCOCH3, and R5is H or a salt or a carboxylic protecting group, comprising, acylating a compound of formula (III), wherein, R4and R5are defined as above, and R6is H or trimethylsilyl; with a compound of formula (I).