(Z)-2-(2-Aminothiazol-4-yl)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)acetic acid

Base Information

• Chemical Name: (Z)-2-(2-Aminothiazol-4-yl)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)acetic acid
• CAS No.: 86299-47-0
• Molecular Formula: C13H19N3O5S
• Molecular Weight: 329.377
• Hs Code.: 29349990
• European Community (EC) Number: 621-831-0
• ChEMBL ID: CHEMBL3212852
• Mol file: 86299-47-0.mol

Synonyms:86299-47-0;(Z)-2-(2-Aminothiazol-4-yl)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)acetic acid;(Z)-2-Amino-alpha-[1-(tert-butoxycarbonyl)]-1-methylethoxyimino-4-thiazolacetic acid;(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[2-methyl-1-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]oxyiminoacetic acid;(Z)-2-Amino-alpha-[1-(tert-butoxycarbonyl)]-1-1-methylethoxyimino-4-thiazolacetic acid;MFCD00071569;(Z)-2-(2-Aminothiazol-4-yl)-2-[(1-tert-butoxycarbonyl-1-methylethoxy)imino]acetic Acid;MLS000714253;SCHEMBL2833601;CHEMBL3212852;(Z)-(2-Aminothiazole-4-yl)-2-(tert-butoxycarbonyl)isopropoxyimino)acetic acid;AC-075;AKOS000520616;CS-W006175;AM101387;AS-13249;SMR000274233;SR-01000314746;J-502583;SR-01000314746-1;(Z)-2-amino-alpha-[1-(tert-butoxycarbonyl)]-1-1-methylethoxyimino-4;(Z)-(2-Amino-alpha-[1-(tert-butoxycarbonyl)]-1-methylethoxyimino-4-thiazolacetic acid;(Z)-2-(2-tert-Butoxycarbonylprop-2-Oxyimino)-2-(2-Amino-thiazol-4-yl) Acetic Acid;(Z)-2-(2-tert-Butoxycarbonylprop-2-oxyimino)-2-(2-amino-thiazol-4-yl)acetic acid;(Z)-2-Amino-alpha-[1-(tert-butoxycarbonyl)]-1-methylethoxyimino-4-thiazolaceticacid;(Z)-2-(2-Aminothiazol-4-yl)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)aceticacid;2-[1-(2-Aminothiazol-4-yl)-1-carboxy-meth-(Z)-ylideneaminooxy]-2-methylpropanoic acid tert-butyl ester

Chemical Property of (Z)-2-(2-Aminothiazol-4-yl)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)acetic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 2.49E-10mmHg at 25°C
• Melting Point: 180 ºC (dec.)(lit.)
• Refractive Index: 1.6390 (estimate)
• Boiling Point: 487.8 ºC at 760 mmHg
• PKA: 2.58±0.10(Predicted)
• Flash Point: 248.8 ºC
• PSA: 152.34000
• Density: 1.34 g/cm³
• LogP: 2.23210
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 7
• Exact Mass: 329.10454189
• Heavy Atom Count: 22
• Complexity: 473

Purity/Quality:

99% ^*data from raw suppliers

(Z)-2-(2-Aminothiazol-4-yl)-2-[(1-tert-butoxycarbonyl-1-methylethoxy)imino]aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C(C)(C)ON=C(C1=CSC(=N1)N)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)C(C)(C)O/N=C(/C1=CSC(=N1)N)\C(=O)O
• 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).

Technology Process of (Z)-2-(2-Aminothiazol-4-yl)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)acetic acid

There total 1 articles about (Z)-2-(2-Aminothiazol-4-yl)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)acetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ (Z)-2-(2-aminothiazol-4-yl)-2-(1-tert-butoxycarbonyl-1-methylethoxy)iminoacetic acid (86299-47-0)

Guidance literature:

Reference yield: 92.4%

di(benzothiazol-2-yl)disulfide (120-78-5) + (Z)-2-(2-aminothiazol-4-yl)-2-(1-tert-butoxycarbonyl-1-methylethoxy)iminoacetic acid (86299-47-0) → (Z)-2-<<<1-(2-amino-4-thiazolyl)-2-<(2-benzothiazolyl)thio>-2-oxoethylidene>amino>oxy>-2-methyl propanoic acid 1,1-dimethylethyl ester (89604-92-2,158183-05-2) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8)

Guidance literature:

di(benzothiazol-2-yl)disulfide; (Z)-2-(2-aminothiazol-4-yl)-2-(1-tert-butoxycarbonyl-1-methylethoxy)iminoacetic acid; With pyridine; In acetonitrile; at 25 ℃; for 0.5h; Inert atmosphere;

With phosphorous acid trimethyl ester; In acetonitrile; at 25 ℃; for 7h; Inert atmosphere;

DOI:10.1007/s11164-012-0583-0

Reference yield: 87.0%

trityl chloride (76-83-5) + (Z)-2-(2-aminothiazol-4-yl)-2-(1-tert-butoxycarbonyl-1-methylethoxy)iminoacetic acid (86299-47-0) → (Z)-2-(1-t-butoxycarbonyl-1-methylethoxyimino)-2-[2-(triphenylmethylamino)thiazol-4-yl]acetic acid (68672-66-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

Downstream raw materials:

(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

(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

2-[1-(2-Amino-thiazol-4-yl)-2-(diethoxy-phosphoryloxy)-2-oxo-eth-(Z)-ylideneaminooxy]-2-methyl-propionic acid tert-butyl ester

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

Refernces