2-(4-Benzyloxy-phenyl)-thiazole-4-carboxylic acid ethyl ester

Base Information

• Chemical Name: 2-(4-Benzyloxy-phenyl)-thiazole-4-carboxylic acid ethyl ester
• CAS No.: 885279-35-6
• Molecular Formula: C₁₉H₁₇NO₃S
• Molecular Weight: 339.415
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID70695902
• Wikidata: Q82625272
• Mol file: 885279-35-6.mol

Synonyms:885279-35-6;2-(4-BENZYLOXY-PHENYL)-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;Ethyl 2-(4-(benzyloxy)phenyl)thiazole-4-carboxylate;ethyl 2-(4-phenylmethoxyphenyl)-1,3-thiazole-4-carboxylate;Ethyl 2-[4-(benzyloxy)phenyl]-1,3-thiazole-4-carboxylate;SCHEMBL22939882;DTXSID70695902;MFCD06738333;2-pyridinemethanamine, n,n-dimethyl-;AKOS024260637;AB26918;FT-0714747;A861902;Ethyl2-(4-(benzyloxy)phenyl)thiazole-4-carboxylate

Chemical Property of 2-(4-Benzyloxy-phenyl)-thiazole-4-carboxylic acid ethyl ester

Chemical Property:

• PSA: 76.66000
• LogP: 4.56580
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 339.09291458
• Heavy Atom Count: 24
• Complexity: 392

Purity/Quality:

97% ^*data from raw suppliers

2-(4-Benzyloxy-phenyl)-thiazole-4-carboxylicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CSC(=N1)C2=CC=C(C=C2)OCC3=CC=CC=C3

Technology Process of 2-(4-Benzyloxy-phenyl)-thiazole-4-carboxylic acid ethyl ester

There total 5 articles about 2-(4-Benzyloxy-phenyl)-thiazole-4-carboxylic acid ethyl ester 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: 91.0%

ethyl 2-(4-hydroxyphenyl)thiazole-4-carboxylate + benzyl bromide (100-39-0) → ethyl 2-(4-(benzyloxy)phenyl)thiazole-4-carboxylate (885279-35-6)

Guidance literature:

ethyl 2-(4-hydroxyphenyl)thiazole-4-carboxylate; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

benzyl bromide; In N,N-dimethyl-formamide; at 80 ℃; for 8h;

Reference yield: 63.0%

ethyl 2-bromothiazole-4-carboxylate (100367-77-9) + [4-(benzyloxy)phenyl]boronic acid (146631-00-7) → ethyl 2-(4-(benzyloxy)phenyl)thiazole-4-carboxylate (885279-35-6)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In 1,4-dioxane; water; at 60 ℃; for 8h; Schlenk technique; Inert atmosphere;

Reference yield:

ethyl Bromopyruvate (70-23-5) → ethyl 2-(4-(benzyloxy)phenyl)thiazole-4-carboxylate (885279-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 80 °C

2: potassium carbonate / acetonitrile / 80 °C

With potassium carbonate; In ethanol; acetonitrile;

DOI:10.1016/j.bioorg.2021.105015

upstream raw materials:

benzyl bromide

4-hydroxythiobenzamide

ethyl Bromopyruvate

ethyl 2-bromothiazole-4-carboxylate