methyl 1-(4-(6-(2-ethylthiazolidine-3-carbonyl)benzo[d]thiazol-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate

Base Information

• Chemical Name: methyl 1-(4-(6-(2-ethylthiazolidine-3-carbonyl)benzo[d]thiazol-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate
• CAS No.: 1356679-58-7
• Molecular Formula: C₂₅H₂₆FN₃O₃S₂
• Molecular Weight: 499.63
• Mol file: 1356679-58-7.mol

Synonyms:methyl 1-(4-(6-(2-ethylthiazolidine-3-carbonyl)benzo[d]thiazol-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate

Chemical Property of methyl 1-(4-(6-(2-ethylthiazolidine-3-carbonyl)benzo[d]thiazol-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-(4-(6-(2-ethylthiazolidine-3-carbonyl)benzo[d]thiazol-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate

There total 9 articles about methyl 1-(4-(6-(2-ethylthiazolidine-3-carbonyl)benzo[d]thiazol-2-yl)-3-fluorobenzyl)azetidine-3-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:

methyl 3-azetidinecarboxylate hydrochloride (100202-39-9) + C20H17FN2O2S2 (1365997-38-1) → methyl 1-(4-(6-(2-ethylthiazolidine-3-carbonyl)benzo[d]thiazol-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate (1356679-58-7)

Guidance literature:

methyl 3-azetidinecarboxylate hydrochloride; C₂₀H₁₇FN₂O₂S₂; With acetic acid; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; at 20 ℃; for 2h;

With sodium cyanoborohydride; In methanol; dichloromethane; for 1h;

DOI:10.1016/j.bmcl.2011.10.069

Reference yield:

2-ethylthiazolidine (24050-09-7) → methyl 1-(4-(6-(2-ethylthiazolidine-3-carbonyl)benzo[d]thiazol-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate (1356679-58-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C

2.1: hydrogenchloride; water / tetrahydrofuran / 4 h / 55 °C

3.1: acetic acid; N-ethyl-N,N-diisopropylamine / methanol; dichloromethane / 2 h / 20 °C

3.2: 1 h

With hydrogenchloride; water; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.10.069

Reference yield:

N-(4-bromo-2-fluorophenyl)-4-(1,3-dioxan-2-yl)-2-fluorobenzothioamide (1356679-50-9) → methyl 1-(4-(6-(2-ethylthiazolidine-3-carbonyl)benzo[d]thiazol-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate (1356679-58-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium carbonate / N,N-dimethyl-formamide / 110 °C / Inert atmosphere

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine / tetrahydrofuran; N,N-dimethyl-formamide / 16 h / 95 °C / 1292.9 Torr

3.1: water; sodium hydroxide / 1,4-dioxane / 23 h / 40 °C

4.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C

5.1: hydrogenchloride; water / tetrahydrofuran / 4 h / 55 °C

6.1: acetic acid; N-ethyl-N,N-diisopropylamine / methanol; dichloromethane / 2 h / 20 °C

6.2: 1 h

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; water; sodium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.10.069

upstream raw materials:

2-ethylthiazolidine

methyl 3-azetidinecarboxylate hydrochloride

C₂₀H₁₇FN₂O₂S₂

(2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)benzo[d]thiazol-6-yl)(2-ethylthiazolidin-3-yl)methanone

Downstream raw materials:

methyl 1-(4-(6-((S)-2-ethylthiazolidine-3-carbonyl)benzo[d]thiazol-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate

methyl 1-(4-(6-((R)-2-ethylthiazolidine-3-carbonyl)benzo[d]thiazol-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate