TAEM

Base Information

• Chemical Name: TAEM
• CAS No.: 158183-05-2
• Molecular Formula: C₂₀H₂₂N₄O₄S₃
• Molecular Weight: 478.617
• Mol file: 158183-05-2.mol

Synonyms:2-MERCAPTOBENZOYL-ALPHA-(2-AMINOTHIAZOL-4-YL)-ALPHA-[(TERT-BUTOXYCARBONYL)ISOPROPOXYIMINO]ACETATE;2-Mercaptobenzothiazolyl (Z)-2-(2-aminothiazol-4-yl)-2-(2-t-butoxycarbonylprop-2-oxyimino) acetate;2-MERCAPTOBENZOTHIAZOLYL-(Z)(2-AMINOTHIAZOLE-4YL)-2-(TERT-BUTOXYCARBONYL)ISOPROPOXYIMINO ACETATE;2-(2-AMINO-4-THIAZOLE)-2-(TERTBUTOXY ISOPROPOXYIMINO)ACETATE THIOBENZOTHIAZOLE ESTER;BENZOTHIAZOL-ALPHA-YL-(Z)-2-(TERT-BUTOXYCARBONYLPROP)-2-OXYIMINO-2-(2-AMINOTHIAZOLE-4-YL) THIOACETATE;(Z)-TERT-BUTYL 2-(1-(2-AMINOTHIAZOL-4-YL)-2-(BENZO[D]THIAZOL-2-YLTHIO)-2-OXOETHYLIDENEAMINOOXY)-2-METHYLPROPANOATE;propanoic acid (z)-2-[[[1-(2-amino-4-thiazolyl)-2-(2-benzothiazolylthio)-2-oxoethylidene]amino]oxy]-2-methyl-1,1-dimethylethyl ester;S-2-BENZOTHIAZOYL-(Z)-2-(1-TERT-BUTOXYCANBONYL-1-METHYLETHOXYIMINO)-(2-AMINO-THIAZOL-4-YL) ACETATE

Chemical Property of TAEM

Chemical Property:

• Vapor Pressure: 2.26E-15mmHg at 25°C
• Melting Point: 138-140℃
• Refractive Index: 1.671
• Boiling Point: 621.6°C at 760 mmHg
• PKA: 1.89±0.10(Predicted)
• Flash Point: 329.7°C
• PSA: 198.54000
• Density: 1.41g/cm³
• LogP: 5.07610

Purity/Quality:

99% ^*data from raw suppliers

2-Mercaptobenzothiazolyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R53:
• Hazard Codes: R53:
• Statements: R53:
• Safety Statements: S61:

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TAEM

There total 3 articles about TAEM 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: 98.5%

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) → 2-benzothiazolyl 2-(2-aminothiazol-4-yl)-2-<<1-(tert-butoxycarbonyl)-1-methylethoxy>imino>thioacetate (89604-92-2,158183-05-2)

Guidance literature:

With pyridine; N,N-dimethyl-aniline; triethyl phosphite; In acetonitrile; benzene; at 18 - 25 ℃; for 0.5h; Reagent/catalyst; Microwave irradiation; Green chemistry;

Reference yield: 92.6%

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)

Guidance literature:

di(benzothiazol-2-yl)disulfide; (Z)-2-(2-aminothiazol-4-yl)-2-(1-tert-butoxycarbonyl-1-methylethoxy)iminoacetic acid; With pyridine; triethylamine; In acetonitrile; at 21 - 30 ℃; for 0.833333h;

With triethyl phosphite; In acetonitrile; at 21 ℃; for 5.5h; Temperature;

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

upstream raw materials:

di(benzothiazol-2-yl)disulfide

(Z)-2-(2-aminothiazol-4-yl)-2-(1-tert-butoxycarbonyl-1-methylethoxy)iminoacetic acid

Downstream raw materials:

(Z)-7-(2-(2-aminothiazol-4-yl)-2-(((1-(tertbutoxy)-2-methyl-1-oxopropan-2-yl)oxy)amino)acetamido)-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

Refernces

• 1、 -. "Method for synthesizing 2-Mercaptobenzothiazolyl-(Z)-(2-aminothiazol-4-yl)-2-(tert-butoxycarbonyl) isopropoxyiminoacetate". Paragraph 0028-0033. . Retrieved 2017/07/21.
• 2、 Li, Lei,Wang, Guangyuan,Wei, Shanshan,Yan, Xilong,Chen, Ligong. "A modified procedure for synthesis of the side chain of ceftazidime-activated thioester". . p. 615 - 620. Retrieved 2013/07/27.