tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate

Base Information

• Chemical Name: tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate
• CAS No.: 951174-11-1
• Molecular Formula: C₁₉H₂₆N₂O₃
• Molecular Weight: 330.427
• Hs Code.: 2933990090
• Mol file: 951174-11-1.mol

Synonyms:1-piperidinecarboxylic acid, 4-(5-methoxy-1H-indol-3-yl)-, 1,1-dimethylethyl ester;1-Piperidinecarboxylic acid;4-(5-methoxy-1H-indol-3-yl)-, 1,1-dimethylethyl ester;

Chemical Property of tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate

Chemical Property:

• Melting Point: 251.332 °C
• Refractive Index: 1.579
• Boiling Point: 491.965 °C at 760 mmHg
• PSA: 54.56000
• Density: 1.158g/cm³
• LogP: 4.22890
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate

There total 4 articles about tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate 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: 85.0%

→ tert-butyl-4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylate (951174-11-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 25 ℃; for 15h; under 760.051 Torr;

Reference yield: 75.0%

4-(5-methoxy-1H-indol-3-yl)-5,6-dihydropyridine-1(2H)-carboxylic acid tert-butyl ester (951174-07-5) → tert-butyl-4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylate (951174-11-1)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 2h;

DOI:10.1021/acsmedchemlett.6b00056

Reference yield:

5-methoxylindole (1006-94-6) → tert-butyl-4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylate (951174-11-1)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 12 h / 60 °C

2: hydrogen; palladium on activated charcoal / methanol / 2 h / 20 °C

With palladium on activated charcoal; hydrogen; In methanol;

DOI:10.1021/acsmedchemlett.6b00056

upstream raw materials:

4-(5-methoxy-1H-indol-3-yl)-5,6-dihydropyridine-1(2H)-carboxylic acid tert-butyl ester

5-methoxylindole

N-tert-butyloxycarbonylpiperidin-4-one

Refernces

• 1、 -. "Substituted heterocyclic compounds and application of same to medicines". Paragraph 0201; 0207; 0208; 0209; 0210; 0242; 0243- 0245. . Retrieved 2017/04/29.
• 2、 Wei, Jianmei,Pio, Barbara A.,Cai, Hui,Meduna, Steven P.,Sun, Siquan,Gu, Yin,Jiang, Wen,Thurmond, Robin L.,Karlsson, Lars,Edwards, James P.. "Pyrazole-based cathepsin S inhibitors with improved cellular potency". . p. 5525 - 5528. Retrieved 2008/03/11.