1-Boc-4-(2-ethoxycarbonylvinyl)piperidine

Base Information

• Chemical Name: 1-Boc-4-(2-ethoxycarbonylvinyl)piperidine
• CAS No.: 162504-86-1
• Molecular Formula: C15H25NO4
• Molecular Weight: 283.36300
• Mol file: 162504-86-1.mol

Synonyms:40816 TERT-BUTYL 4-(3-ETHOXY-3-OXOPROP-1-ENYL)PIPERIDINE-1-CARBOXYLATE;

Chemical Property of 1-Boc-4-(2-ethoxycarbonylvinyl)piperidine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 362.4±35.0 °C(Predicted)
• PKA: -2.16±0.40(Predicted)
• PSA: 55.84000
• Density: 1.102±0.06 g/cm3(Predicted)
• LogP: 2.69070

Purity/Quality:

99% ^*data from raw suppliers

1-Boc-4-(2-Ethoxycarbonylvinyl)piperidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Boc-4-(2-ethoxycarbonylvinyl)piperidine

There total 6 articles about 1-Boc-4-(2-ethoxycarbonylvinyl)piperidine 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: 89.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + tert butyl 4-formylpiperidine-1-carboxylate (137076-22-3) → t-butyl 4-(3-ethoxy-3-oxoprop-1-enyl)-tetrahydropyridine-1(2H)-carboxylate (162504-86-1)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

tert butyl 4-formylpiperidine-1-carboxylate; In tetrahydrofuran; at 20 ℃; for 18h;

Reference yield:

ethyl (triphenylphosphoranylidene)acetate (1099-45-2) + tert butyl 4-formylpiperidine-1-carboxylate (137076-22-3) → t-butyl 4-(3-ethoxy-3-oxoprop-1-enyl)-tetrahydropyridine-1(2H)-carboxylate (162504-86-1)

Guidance literature:

ethyl (triphenylphosphoranylidene)acetate; tert butyl 4-formylpiperidine-1-carboxylate; With triethylamine; In dichloromethane; at 0 ℃;

In dichloromethane; at 20 ℃;

Reference yield:

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate (123855-51-6) → t-butyl 4-(3-ethoxy-3-oxoprop-1-enyl)-tetrahydropyridine-1(2H)-carboxylate (162504-86-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 2 h / -78 - -70 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.2: 18 h / 20 °C

With oxalyl dichloride; sodium hydride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

tert butyl 4-formylpiperidine-1-carboxylate

4-carbethoxypiperidine

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl 4-(3-ethoxy-3-oxopropyl)-1-piperidinecarboxylate

N-hydroxy-3-(1-phenylmethanesulfonyl-piperidin-4-yl)-propionamide

3-(1-benzenesulfonyl-piperidin-4-yl)-N-hydroxy-propionamide

3-(1-benzoyl-piperidin-4-yl)-N-hydroxy-propionamide

Refernces

• 1、 Rossi, Cristina,Porcelloni, Marina,D'Andrea, Piero,Fincham, Christopher I.,Ettorre, Alessandro,Mauro, Sandro,Squarcia, Antonella,Bigioni, Mario,Parlani, Massimo,Nardelli, Federica,Binaschi, Monica,Maggi, Carlo A.,Fattori, Daniela. "Alkyl piperidine and piperazine hydroxamic acids as HDAC inhibitors". supporting information; experimental part. p. 2305 - 2308. Retrieved 2011/05/15.
• 2、 -. "PIPERIDINYL COMPOUNDS THAT SELECTIVELY BIND INTEGRINS". Page 83. . Retrieved 2010/11/30.