1-Piperidinecarboxylic acid, 4-[3-(4-formyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-3-oxopropyl]-, (4-nitrophenyl)methyl ester

Base Information

• Chemical Name: 1-Piperidinecarboxylic acid, 4-[3-(4-formyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-3-oxopropyl]-, (4-nitrophenyl)methyl ester
• CAS No.: 849935-47-3
• Molecular Formula: C26H29N3O7
• Molecular Weight: 495.532
• Mol file: 849935-47-3.mol

Synonyms:

Chemical Property of 1-Piperidinecarboxylic acid, 4-[3-(4-formyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-3-oxopropyl]-, (4-nitrophenyl)methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 4-[3-(4-formyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-3-oxopropyl]-, (4-nitrophenyl)methyl ester

There total 4 articles about 1-Piperidinecarboxylic acid, 4-[3-(4-formyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-3-oxopropyl]-, (4-nitrophenyl)methyl 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: 83.0%

4-nitrobenzyl 4-(3-chloro-3-oxopropyl)piperidine-1-carboxylate (849935-44-0) + 2,3,4,5-tetrahydro-1,4-benzoxazepine-4-carbaldehyde (153038-70-1) → 4-nitrobenzyl 4-[3-(4-formyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepin-7-yl)-3-oxopropyl]piperidine-1-carboxylate (849935-47-3)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2005.01.022

Reference yield:

3-(1-{[(4-nitrobenzyl)oxy]carbonyl}piperidin-4-yl)propanoic acid (86208-07-3) → 4-nitrobenzyl 4-[3-(4-formyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepin-7-yl)-3-oxopropyl]piperidine-1-carboxylate (849935-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / thionyl chloride / 1 h / 20 °C

2: 83 percent / AlCl₃ / CH₂Cl₂ / 12 h / 20 °C

With aluminium trichloride; thionyl chloride; In dichloromethane; 2: Friedel-Crafts reaction;

DOI:10.1016/j.bmc.2005.01.022

Reference yield:

3-(4-piperidinyl)propionic acid hydrochloride (51052-79-0) → 4-nitrobenzyl 4-[3-(4-formyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepin-7-yl)-3-oxopropyl]piperidine-1-carboxylate (849935-47-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / KOH / tetrahydrofuran; H₂O / 12 h / 20 °C

2: 83 percent / thionyl chloride / 1 h / 20 °C

3: 83 percent / AlCl₃ / CH₂Cl₂ / 12 h / 20 °C

With potassium hydroxide; aluminium trichloride; thionyl chloride; In tetrahydrofuran; dichloromethane; water; 3: Friedel-Crafts reaction;

DOI:10.1016/j.bmc.2005.01.022

upstream raw materials:

4-nitrobenzyl 4-(3-chloro-3-oxopropyl)piperidine-1-carboxylate

2,3,4,5-tetrahydro-1,4-benzoxazepine-4-carbaldehyde

3-(1-{[(4-nitrobenzyl)oxy]carbonyl}piperidin-4-yl)propanoic acid

3-(4-piperidinyl)propionic acid hydrochloride