(E/Z)-5-[[[3-(hydroxymethyl)-phenyl-3-pyridyl]methylene]aminooxy]pentanoic acid ethyl ester

Base Information

• Chemical Name: (E/Z)-5-[[[3-(hydroxymethyl)-phenyl-3-pyridyl]methylene]aminooxy]pentanoic acid ethyl ester
• CAS No.: 218153-08-3
• Molecular Formula: C₂₀H₂₄N₂O₄
• Molecular Weight: 356.422
• Mol file: 218153-08-3.mol

Synonyms:(E/Z)-5-[[[3-(hydroxymethyl)-phenyl-3-pyridyl]methylene]aminooxy]pentanoic acid ethyl ester

Chemical Property of (E/Z)-5-[[[3-(hydroxymethyl)-phenyl-3-pyridyl]methylene]aminooxy]pentanoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E/Z)-5-[[[3-(hydroxymethyl)-phenyl-3-pyridyl]methylene]aminooxy]pentanoic acid ethyl ester

There total 7 articles about (E/Z)-5-[[[3-(hydroxymethyl)-phenyl-3-pyridyl]methylene]aminooxy]pentanoic 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: 100.0%

5-[1-[3-(tert-Butyl-diphenyl-silanyloxymethyl)-phenyl]-1-pyridin-3-yl-meth-(E)-ylideneaminooxy]-pentanoic acid ethyl ester → (E/Z)-5-[[[3-(hydroxymethyl)-phenyl-3-pyridyl]methylene]aminooxy]pentanoic acid ethyl ester (218153-08-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0960-894X(01)00731-4

Reference yield: 92.0%

potassium carbonate (584-08-7) + 6-(2-chlorophenyl)-8,11-dimethyl-2,3,4,5-tetrahydro-8H-pyrido<4',3':4,5>thieno<3,2-f><1,2,4>triazolo<4,3-a><1,4>diazepine (130311-75-0) + 5-[1-(3-Methanesulfonyloxymethyl-phenyl)-1-pyridin-3-yl-meth-(E)-ylideneaminooxy]-pentanoic acid ethyl ester (218153-06-1) → (E/Z)-5-[[[3-(hydroxymethyl)-phenyl-3-pyridyl]methylene]aminooxy]pentanoic acid ethyl ester (218153-08-3) + C40H40ClN7O5S

Guidance literature:

potassium carbonate; 5-[1-(3-Methanesulfonyloxymethyl-phenyl)-1-pyridin-3-yl-meth-(E)-ylideneaminooxy]-pentanoic acid ethyl ester; With 18-crown-6 ether; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

6-(2-chlorophenyl)-8,11-dimethyl-2,3,4,5-tetrahydro-8H-pyrido<4',3':4,5>thieno<3,2-f><1,2,4>triazolo<4,3-a><1,4>diazepine; In N,N-dimethyl-formamide; at 70 ℃; for 2h;

DOI:10.1016/S0960-894X(02)00186-5

Reference yield:

3-pyridinecarboxaldehyde (500-22-1) → (E/Z)-5-[[[3-(hydroxymethyl)-phenyl-3-pyridyl]methylene]aminooxy]pentanoic acid ethyl ester (218153-08-3)

Guidance literature:

Multi-step reaction with 5 steps

1: n-BuLi / tetrahydrofuran / -78 °C

2: MnO₂ / CH₂Cl₂ / 50 °C

3: NH₂OH*HCl; Py / ethanol / Heating

4: NaH / dimethylformamide

5: 100 percent / TBAF / tetrahydrofuran

With pyridine; manganese(IV) oxide; n-butyllithium; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00731-4

upstream raw materials:

potassium carbonate

6-(2-chlorophenyl)-8,11-dimethyl-2,3,4,5-tetrahydro-8H-pyrido<4',3':4,5>thieno<3,2-f><1,2,4>triazolo<4,3-a><1,4>diazepine

5-[1-(3-Methanesulfonyloxymethyl-phenyl)-1-pyridin-3-yl-meth-(E)-ylideneaminooxy]-pentanoic acid ethyl ester

3-pyridinecarboxaldehyde

Downstream raw materials:

5-[1-(3-Chloromethyl-phenyl)-1-pyridin-3-yl-meth-(E)-ylideneaminooxy]-pentanoic acid ethyl ester

5-[1-(3-Methanesulfonyloxymethyl-phenyl)-1-pyridin-3-yl-meth-(E)-ylideneaminooxy]-pentanoic acid ethyl ester