68672-66-2

Basic information

• Product Name: (Z)-2-(tert-Butoxycarbonylprop-2-oxyimino)-2-(2-tritylaminothiazol-4-yl)acetic acid
• Synonyms: TB-TAA;(Z)-2-(2-Tritylaminothiazol-4-yl)-2-(2-tert-butoxycarbonylprop-2-oxyimino)acetic acid;(Z)-2-(TERT-BUTOXYCARBONYLPROP-2-OXYIMINO)-2-(2-TRITYLAMINO-THIAZOL-4-YL)ACETIC ACID;(Z)-alpha-[[2-(tert-butoxy)-1,1-dimethyl-2-oxoethoxy]imino]-2-(tritylamino)thiazol-4-acetic acid;(Z)-2-(2-tritylaminothiazol-4-yl)-2-(2-t-butoxycarbonylprop-2-oxyimino)-acetic a;TB-TAA:(Z)-2-(TERT-BUTOXYCARBONYLPROP-2-OXYIMINO)-2-(2- TRITYLAMINOTHIAZOL-4-YL) ACETIC ACID;Z-2-(t-Boc-prop-2-oxyimino)-2-(2-tritylamino-thiazol-4-yl)aceticacid=TB-TAA;(Z)-2-(Tert-butoxycarbonylprop
• CAS NO: 68672-66-2
• Molecular Formula: C₃₂H₃₃N₃O₅S
• Molecular Weight: 571.68652
• EINECS: 272-056-6
• Mol File: 68672-66-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 168-169 °C
• Boiling Point: 707.5 °C at 760 mmHg
• Flash Point: 381.7 °C
• Appearance: White to off white crystalline powder
• Density: 1.19 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.597
• Storage Temp.: 2-8°C
• PKA: 2.33±0.41(Predicted)
• Water Solubility: 3.44μg/L at 20℃
• CAS DataBase Reference: (Z)-2-(tert-Butoxycarbonylprop-2-oxyimino)-2-(2-tritylaminothiazol-4-yl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-(tert-Butoxycarbonylprop-2-oxyimino)-2-(2-tritylaminothiazol-4-yl)acetic acid(68672-66-2)
• EPA Substance Registry System: (Z)-2-(tert-Butoxycarbonylprop-2-oxyimino)-2-(2-tritylaminothiazol-4-yl)acetic acid(68672-66-2)

Safety Data

• Hazardous Substances Data: 68672-66-2(Hazardous Substances Data)

Usage

Flammability and Explosibility

Notclassified

InChI:InChI=1/C32H33N3O5S/c1-30(2,3)39-28(38)31(4,5)40-35-26(27(36)37)25-21-41-29(33-25)34-32(22-15-9-6-10-16-22,23-17-11-7-12-18-23)24-19-13-8-14-20-24/h6-21H,1-5H3,(H,33,34)(H,36,37)/b35-26-

Upstream product

• 68672-65-1 imino-2 Z (tritylamino-2 thiazolyl-4)-2 acetate d'ethyle 
• 76-83-5 trityl chloride 
• 86299-47-0 (Z)-2-(2-aminothiazol-4-yl)-2-(1-tert-butoxycarbonyl-1-methylethoxy)iminoacetic acid 
• 66338-99-6 ethyl (Z)-2-hydroxyimino-2-(2-triphenylmethylaminothiazol-4-yl)acetate 
• 66339-00-2 ethyl (Z)-2-(2-triphenylmethylaminothiazol-4-yl)-2-(hydroxyimino)acetate hydrochloride 
• 23877-12-5 tert-butyl bromoisobutyrate 

Downstream Products

• 94418-14-1 4-<(Z)-1-Acetonyloxycarbonyl-1-(2-t-butoxycarbonyl-2-propoxyimino)>-methyl-2-tritylaminothiazole 
• 110160-87-7 4-methoxybenzyl (6R,7R)-7-((Z)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)-2-(2-(tritylamino)-thiazol-4-yl)acetamido)-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 159635-89-9 (6R,7R)-7-{2-[(Z)-1-tert-Butoxycarbonyl-1-methyl-ethoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-3-(thiazolo[4,5-c]pyridin-2-ylsulfanylmethyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 159635-96-8 (6R,7R)-7-{2-[(Z)-1-tert-Butoxycarbonyl-1-methyl-ethoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-3-(thiazolo[5,4-c]pyridin-2-ylsulfanylmethyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 159635-92-4 (6R,7R)-7-{2-[(Z)-1-tert-Butoxycarbonyl-1-methyl-ethoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-3-(thiazolo[4,5-b]pyridin-2-ylsulfanylmethyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 73443-60-4 acide (acetoxy methyl)-3(<<(carboxy-1 methyl-1 ethoxy)-imino-2 Z (amino-2 thiazolyl-4)-2>-acetyl>-amino)-7 β cepheme-3 carboxylique-4 
• 91622-14-9 2-[1-Chlorocarbonyl-1-[2-(trityl-amino)-thiazol-4-yl]-meth-(Z)-ylideneaminooxy]-2-methyl-propionic acid tert-butyl ester 
• 68672-67-3 ester de tert-butylique de l'acide (acetoxy methyl)-3(<<-imino-2 Z (tritylamino-2 thiazolyl-4)-2>-acetyl>-amino)-7 β cepheme-3 carboxylique-4 
• 141992-87-2 trans-3-<2-(2-tritylaminothiazol-4-yl)-2-((Z)-1-t-butyloxycarbonyl-1-methylethoxyimino)acetamido>-4-ethoxycarbonylmethyl-2-azetidinone 
• 90181-37-6 2-[1-(2-Amino-thiazol-4-yl)-1-[(2S,3S)-2-methyl-4-oxo-1-(2H-tetrazol-5-yl)-azetidin-3-ylcarbamoyl]-meth-(Z)-ylideneaminooxy]-2-methyl-propionic acid 

Relevant articles and documents

BETA-LACTAMASE INHIBITORS

Disclosed herein are α-aminoboronic acids and their derivatives which act as inhibitors of beta-lactamases. Also disclosed herein are pharmaceutical compositions comprising α-aminoboronic acids and methods of use thereof.

Antibiotic derivatives, derived from cephalosporins with thiazolyl substituents, pharmaceutical preparations and salts thereof

The present invention relates to derivatives of the family of cephalosporins, of formula: STR1 in which STR2 is an acid, a salt or an ester of this acid, R1 is a group of form STR3 in which RA and RB are H or alkyl or form a saturated cyclobutyl or cyclopentyl ring and RC is H or COOH, R2 is a thiazolium salt or a OCOCH2 RD group in which RD is a 1,3-thiazol-4-yl group. The invention also relates to a process for preparing the products of formula (I) and to drugs containing said products.

(6R,7R)-7-[(Z)-2-(2-Aminothiazol-4-yl)-2-(2-carboxyprop-2-oxyimino)acetamido]-3-(1-pyridiniummethyl)-ceph-3-em-4-carboxylate and salts thereof

Cephalosporin antibiotics of the general formula STR1 (wherein Ra and Rb, which may be the same or different, each represent a C1-4 alkyl group or Ra and Rb together with the carbon atom to which they are attached form a C3-7 cycloalkylidene group; and R4 represents hydrogen or a 3- or 4-carbamoyl group) exhibit broad spectrum antibiotic activity, the activity being unusually high against gram-negative organisms such as strains of Pseudomonas organisms. A particular antibiotic compound of formula (I) possessing excellent antibacterial activity against strains of Pseudomonas organisms, as well as other valuable therapeutic properties, is (6R,7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-(2-carboxyprop-2-oxyimono) acetamido]-3-(1-pyridiniummethyl)-ceph-3-em-4 carboxylate. The invention also includes the non-toxic salts and non-toxic metabolically labile esters of compounds of formula (I). Also described are compositions containing the antibiotics of the invention and processes for the preparation of such antibiotics.