86299-47-0

Basic information

• Product Name: (Z)-2-Amino-alpha-[1-(tert-butoxycarbonyl)]-1-methylethoxyimino-4-thiazolacetic acid
• Synonyms: TBA/AT-TBA;TBA;(Z)-2-(2-TERT-BUTOXYCARBONYLPROP-2-OXYIMINO)-2-(2-AMINOTHIAZOLE-4-YL)ACETIC ACID;(Z)-2-(2-AMINOTHIAZOL-4-YL)-2-(1-T-BUTOXYCARBONYL-1-METHYL)ETHOXYIMINOACETIC ACID;(Z)-2-AMINO-ALPHA-[1-(TERT-BUTOXYCARBONYL)]-1-1-METHYLETHOXYIMINO-4-THIAZOLACETIC ACID;(Z)-2-AMINO-ALPHA-[1-(TERT-BUTOXYCARBONYL)]-1-1-METHYLETHOXYIMINO-4-THIAZOLEACETIC ACID;(Z)-2-AMINO-ALPHA-[1-(TERT-BUTOXYCARBONYL)-1-METHYLETHOXYIMINO]-4-THIAZOLEACETIC ACID;(Z)-((2-AMINOTHIAZOLE-4-YL)-2-(TERT-BUTOXYCARBONYL)ISOPROPOXYIMINO)ACETIC ACID
• CAS NO: 86299-47-0
• Molecular Formula: C₁₃H₁₉N₃O₅S
• Molecular Weight: 329.37
• Product Categories: Cephalosporins
• Mol File: 86299-47-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 180 °C (dec.)(lit.)
• Boiling Point: 487.8 ºC at 760 mmHg
• Flash Point: 248.8 ºC
• Appearance: white powder
• Density: 1.3399 (rough estimate)
• Vapor Pressure: 2.49E-10mmHg at 25°C
• Refractive Index: 1.6390 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 2.58±0.10(Predicted)
• CAS DataBase Reference: (Z)-2-Amino-alpha-[1-(tert-butoxycarbonyl)]-1-methylethoxyimino-4-thiazolacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-Amino-alpha-[1-(tert-butoxycarbonyl)]-1-methylethoxyimino-4-thiazolacetic acid(86299-47-0)
• EPA Substance Registry System: (Z)-2-Amino-alpha-[1-(tert-butoxycarbonyl)]-1-methylethoxyimino-4-thiazolacetic acid(86299-47-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 86299-47-0(Hazardous Substances Data)

Usage

Chemical Properties

Solid

Uses

(Z)-2-Amino-alpha-[1-(tert-butoxycarbonyl)]-1-methylethoxyimino-4-thiazolacetic acid is an intermediate used in the process for the manufacture of Ceftazidime (C244100).

InChI:InChI=1/C13H19N3O5S/c1-12(2,3)20-10(19)13(4,5)21-16-8(9(17)18)7-6-22-11(14)15-7/h6H,1-5H3,(H2,14,15)(H,17,18)/p-1/b16-8+

Downstream Products

• 89604-92-2 2-benzothiazolyl 2-(2-aminothiazol-4-yl)-2-<<1-(tert-butoxycarbonyl)-1-methylethoxy>imino>thioacetate 
• 89604-92-2 (Z)-2-<<<1-(2-amino-4-thiazolyl)-2-<(2-benzothiazolyl)thio>-2-oxoethylidene>amino>oxy>-2-methyl propanoic acid 1,1-dimethylethyl ester 
• 149-30-4 2-Mercaptobenzothiazole 
• 68672-66-2 (Z)-2-(1-t-butoxycarbonyl-1-methylethoxyimino)-2-[2-(triphenylmethylamino)thiazol-4-yl]acetic acid 
• 330944-50-8 [3S-[3α(Z),4β]]-3-[[(2-amino-4-thiazolyl)[(1-t-butoxycarbonyl-1-methylethoxy)imino]acetyl]amino]-4-methyl-2-oxo-1-azetidinesulfonic acid 
• 263154-28-5 (6R,7R)-3-Acetoxymethyl-7-{2-(2-amino-thiazol-4-yl)-2-[(Z)-1-tert-butoxycarbonyl-1-methyl-ethoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl 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 
• 179258-52-7 2-[1-(2-Amino-thiazol-4-yl)-2-(diethoxy-phosphoryloxy)-2-oxo-eth-(Z)-ylideneaminooxy]-2-methyl-propionic acid tert-butyl ester 
• 138686-36-9 (6S,7S)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-tert-butoxycarbonyl-1-methyl-ethoxyimino]-acetylamino}-8-oxo-3-(pyridin-4-ylsulfanylmethyl)-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 136316-19-3 (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-tert-butoxycarbonyl-1-methyl-ethoxyimino]-acetylamino}-8-oxo-3-(pyridin-4-ylsulfanylmethyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 78110-38-0 azthreonam 
• 1429438-88-9 1-(((6R,7R)-2-((benzhydryloxy)carbonyl)-7-((Z)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)-2-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl)-1-(2-(3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinolin-6-carboxamido)ethyl)pyrrolidin-1-ium 
• 1225209-27-7 (6R,7R)-benzhydryl 7-((Z)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)-2-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)acetamido)-3-(iodomethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate 5-oxide 
• 1225210-70-7 (6R,7R)-benzhydryl 7-((Z)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)-2-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)acetamido)-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate 5-oxide 

Relevant articles and documents

Process for the preparation of crystalline (Z)-2-(2-tert.-butoxycarbonylprop-2-oxyimino)-2-(2-triphenylmethylaminothiazol-4-yl) acetic acid in association with N,N-dimethylformamide

The present invention relates to the preparation of crystalline (Z)-2-(2-tert.-butoxycarbonyl prop-2-oxyimino)-2-(2-triphenylmethylaminothiazol-4-yl) acetic acid of the following formula which is useful in the synthesis of β-lactam antibiotics such is ceftazidime.