2-(2-Amino-1,3-thiazol-4-yl)-2-methoxyiminoacetic acid

Base Information

• Chemical Name: 2-(2-Amino-1,3-thiazol-4-yl)-2-methoxyiminoacetic acid
• CAS No.: 65872-41-5
• Molecular Formula: C6H7N3O3S
• Molecular Weight: 201.206
• Hs Code.: 2934.90
• European Community (EC) Number: 265-957-0
• DSSTox Substance ID: DTXSID90867184
• Mol file: 65872-41-5.mol

Synonyms:2-aminothiazole-methoxyimino acetic acid;ATMAA

Chemical Property of 2-(2-Amino-1,3-thiazol-4-yl)-2-methoxyiminoacetic acid

Chemical Property:

• Appearance/Colour: off-white to beige powder
• Vapor Pressure: 5.53E-08mmHg at 25°C
• Melting Point: 192 °C (dec.)(lit.)
• Refractive Index: 1.6630 (estimate)
• Boiling Point: 425.1 °C at 760 mmHg
• PKA: 2.97±0.10(Predicted)
• Flash Point: 210.9 °C
• PSA: 126.04000
• Density: 1.65 g/cm³
• LogP: 0.74160
• Storage Temp.: -20?C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• Water Solubility.: 0.6 g/100 mL (20 ºC)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 201.02081227
• Heavy Atom Count: 13
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-α-(methoxyimino)-4-thiazoleaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CON=C(C1=CSC(=N1)N)C(=O)O

Technology Process of 2-(2-Amino-1,3-thiazol-4-yl)-2-methoxyiminoacetic acid

There total 8 articles about 2-(2-Amino-1,3-thiazol-4-yl)-2-methoxyiminoacetic 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: 92.5%

ethyl 2-(2-aminothiazol-4-yl)-2-(anti)-methoxyiminoacetate (64485-88-7) → cefotaxime (65872-41-5)

Guidance literature:

With ethanol; sodium hydroxide; at 45 ℃; for 0.75h;

Reference yield: 60.1%

benzyl 2-(2-aminothiazole-4-yl)-2-(Z)-methoxyiminoacetate + water-containing methanol → cefotaxime (65872-41-5)

Guidance literature:

Pd-C; In methanol; ethyl acetate;

Reference yield:

2-(2-aminothiazol-4-yl)-2-syn-methoxyiminoacetic acid methyl ester (65243-09-6) → cefotaxime (65872-41-5)

Guidance literature:

With potassium hydroxide; In ethanol; water;

upstream raw materials:

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

2-(2-chloroacetylaminothiazole-4-yl)-2-(Z)-methoxyiminoacetic acid

sodium N-methyldithiocarbamate

2-(2-aminothiazol-4-yl)-2-syn-methoxyiminoacetic acid methyl ester

Downstream raw materials:

2-(2-aminothiazol-4-yl)-2-(methoxy)iminoacetic acid

cefpodoxime proxetil

cefpodoxime

(6R,7R)-4-methoxybenzyl 7-((Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(methoxyimino)acetamido)-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Refernces

• 1、 -. "Clean preparation process of aminothiazoly loximic acid". Paragraph 0030; 0033-0034; 0037-0038; 0041. . Retrieved 2021/04/17.
• 2、 Salomon, Claudio J.,Mata, Ernesto G.,Mascaretti, Oreste A.. "Scope and Mechanism of Deprotection of Carboxylic Esters by Bis(tributyltin) Oxide". . p. 7259 - 7266. Retrieved 2007/10/02.