(Z)-2-(2-Aminothiazol-4-yl)-2-((2-methoxy-2-oxoethoxy)imino)acetic acid

Base Information

• Chemical Name: (Z)-2-(2-Aminothiazol-4-yl)-2-((2-methoxy-2-oxoethoxy)imino)acetic acid
• CAS No.: 80544-17-8
• Molecular Formula: C8H9N3O5S
• Molecular Weight: 259.243
• Hs Code.: 2934100090
• European Community (EC) Number: 617-114-7
• DSSTox Substance ID: DTXSID601162168
• Mol file: 80544-17-8.mol

Synonyms:80544-17-8;(Z)-2-(2-Aminothiazol-4-yl)-2-((2-methoxy-2-oxoethoxy)imino)acetic acid;(z)-2-(methoxycarbonylmethoxyimino)-2-(2-aminothiazol-4-yl)acetic acid;(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-methoxy-2-oxoethoxy)iminoacetic acid;(Z)-(Methoxycarbonylmethoxyimino)-2-(2-aminothiazol-4-yl)acetic acid;(2-AMINOTHIAZOL-4-YL)-METHOXYCARBONYLMETHOXYIMINOACETIC ACID;MFCD07782100;SCHEMBL3555146;SCHEMBL3555148;(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(2-methoxy-2-oxoethoxy)imino]acetic acid;DTXSID601162168;(Z)-2-(tert-Methoxycarbonyl Methoxyimino)-2-(2-Aminothiazol-4-yl)Acetic Acid;AKOS015897284;2-(2-AMINO-4-THIAZOLYL)-(Z)-2-(METHOXYCARBONYLMETHOXYIMINO)ACETIC ACID;AC-18456;AS-17776;CS-0188441;A839939;J-502584;(Z)-(2-Aminothiazol-4-yl) methoxycarbonylmethoxyiminoacetic acid;(2Z)-2-(2-amino-4-thiazolyl)-2-(2-methoxy-2-oxoethoxy)iminoacetic acid;(Z)-2-(2-Aminothiazol-4-yl)-2-((2-methoxy-2-oxoethoxy)imino)aceticacid;(alphaZ)-2-Amino-alpha-[(2-methoxy-2-oxoethoxy)imino]-4-thiazoleacetic acid;(2Z)-2-(2-azanyl-1,3-thiazol-4-yl)-2-(2-methoxy-2-oxidanylidene-ethoxy)imino-ethanoic acid

Chemical Property of (Z)-2-(2-Aminothiazol-4-yl)-2-((2-methoxy-2-oxoethoxy)imino)acetic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.655
• Boiling Point: 481.066 °C at 760 mmHg
• PKA: 2.40±0.10(Predicted)
• Flash Point: 244.74 °C
• PSA: 152.34000
• Density: 1.645 g/cm³
• LogP: 0.28480
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 259.02629157
• Heavy Atom Count: 17
• Complexity: 335

Purity/Quality:

99% ^*data from raw suppliers

(Z)-2-(2-Aminothiazol-4-yl)-2-((2-methoxy-2-oxoethoxy)imino)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CON=C(C1=CSC(=N1)N)C(=O)O
• Isomeric SMILES: COC(=O)CO/N=C(/C1=CSC(=N1)N)\C(=O)O

Technology Process of (Z)-2-(2-Aminothiazol-4-yl)-2-((2-methoxy-2-oxoethoxy)imino)acetic acid

There total 1 articles about (Z)-2-(2-Aminothiazol-4-yl)-2-((2-methoxy-2-oxoethoxy)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:

thiourea (17356-08-0) + 4-Chloro-2-methoxycarbonylmethoxyimino-3-oxobutyric acid (84080-70-6) → 2-(2-aminothiazol-4-yl)-2-[(Z)-methoxycarbonylmethoxyimino]acetic acid (80544-17-8)

Guidance literature:

thiourea; 4-Chloro-2-methoxycarbonylmethoxyimino-3-oxobutyric acid; With sodium acetate; In water; at 12 - 30 ℃; for 3h;

With hydrogenchloride; In water; at 0 - 10 ℃; for 1h; pH=3;

Reference yield:

2-(2-aminothiazol-4-yl)-2-[(Z)-methoxycarbonylmethoxyimino]acetic acid (80544-17-8) → cefixime (79350-37-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,4-diaza-bicyclo[2.2.2]octane; tributyl-amine / dichloromethane / -5 - 20 °C / 7125.71 Torr

2: sodium hydroxide; sodium hydrogensulfite / tetrahydrofuran; water / 6 h / 5 - 10 °C

3: sodium hydroxide; sodium hydrogencarbonate / water / 0.25 h / 0 - 15 °C

With 1,4-diaza-bicyclo[2.2.2]octane; tributyl-amine; sodium hydrogencarbonate; sodium hydrogensulfite; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;

Reference yield:

2-(2-aminothiazol-4-yl)-2-[(Z)-methoxycarbonylmethoxyimino]acetic acid (80544-17-8) + di(benzothiazol-2-yl)disulfide (120-78-5) → C15H12N4O4S3

Guidance literature:

2-(2-aminothiazol-4-yl)-2-[(Z)-methoxycarbonylmethoxyimino]acetic acid; di(benzothiazol-2-yl)disulfide; With triphenylphosphine; In dichloromethane; at 20 ℃; for 0.0833333h;

With triethylamine; In dichloromethane;

upstream raw materials:

thiourea

4-Chloro-2-methoxycarbonylmethoxyimino-3-oxobutyric acid

Downstream raw materials:

2-mercapto-1,3-benzothiazolyl-(Z)-2-(2-aminothiazol-4-yl)-2-(methoxycarbonyl)-methoxyimino acetate

7-{2-[(2-aminothiazol)-4-yl]-2-[(Z)(methoxycarbonyl)methoxyimino]acetamido}-3-vinyl-ceph-3-em-4-carboxylic acid

cefixime

Refernces