ethyl (2Z)-5-(4-chlorophenyl)-2-(4-isopropylbenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate

Base Information

• Chemical Name: ethyl (2Z)-5-(4-chlorophenyl)-2-(4-isopropylbenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
• CAS No.: 5680-96-6
• Molecular Formula: C26H25ClN2O3S
• Molecular Weight: 481.0063
• DSSTox Substance ID: DTXSID80417051
• Mol file: 5680-96-6.mol

Synonyms:5680-96-6;AC1NSZEV;DTXSID80417051;STK868678;AKOS001596940;SR-01000411821;SR-01000411821-1;ethyl (2Z)-5-(4-chlorophenyl)-2-(4-isopropylbenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate;ethyl (2Z)-5-(4-chlorophenyl)-7-methyl-3-oxo-2-[4-(propan-2-yl)benzylidene]-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate

Chemical Property of ethyl (2Z)-5-(4-chlorophenyl)-2-(4-isopropylbenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate

Chemical Property:

• Vapor Pressure: 4.13E-14mmHg at 25°C
• Boiling Point: 594.7°Cat760mmHg
• PKA: 7.08±0.25(Predicted)
• Flash Point: 313.5°C
• PSA: 88.90000
• Density: 1.28g/cm³
• LogP: 4.01070
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 480.1274415
• Heavy Atom Count: 33
• Complexity: 865

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C2N(C1C3=CC=C(C=C3)Cl)C(=O)C(=CC4=CC=C(C=C4)C(C)C)S2)C
• Isomeric SMILES: CCOC(=O)C1=C(N=C2N(C1C3=CC=C(C=C3)Cl)C(=O)/C(=C/C4=CC=C(C=C4)C(C)C)/S2)C

Technology Process of ethyl (2Z)-5-(4-chlorophenyl)-2-(4-isopropylbenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate

There total 5 articles about ethyl (2Z)-5-(4-chlorophenyl)-2-(4-isopropylbenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate 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: 95.0%

2-Acetylamino-3-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-diiodo-phenyl]-2-methyl-propionic acid ethyl ester (194095-19-7) → 2-Acetylamino-3-(4-hydroxy-3,5-diiodo-phenyl)-2-methyl-propionic acid ethyl ester (189447-43-6,5680-96-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h;

DOI:10.1139/v97-105

Reference yield:

3-(4-Acetoxy-3,5-diiodo-phenyl)-2-acetylamino-2-methyl-propionic acid ethyl ester (7373-64-0) → 2-Acetylamino-3-(4-hydroxy-3,5-diiodo-phenyl)-2-methyl-propionic acid ethyl ester (189447-43-6,5680-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / ethanol

2: TsOH / CHCl₃

With sodium hydroxide; toluene-4-sulfonic acid; In ethanol; chloroform;

DOI:10.1021/jm00319a003

Reference yield:

ethanol (64-17-5) + N-Acetyl-4-hydroxy-3,5-dijod-α-methyl-phenylalanin (7373-67-3) → 2-Acetylamino-3-(4-hydroxy-3,5-diiodo-phenyl)-2-methyl-propionic acid ethyl ester (189447-43-6,5680-96-6)

Guidance literature:

With toluene-4-sulfonic acid; In chloroform;

DOI:10.1021/jm00319a003

upstream raw materials:

ethanol

N-Acetyl-4-hydroxy-3,5-dijod-α-methyl-phenylalanin

2-Acetylamino-3-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-diiodo-phenyl]-2-methyl-propionic acid ethyl ester

N-acetyl-3,5-diiodo-DL-tyrosine ethyl ester