4-(1H-Indol-1-yl)-1-piperidinecarboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-(1H-Indol-1-yl)-1-piperidinecarboxylic acid tert-butyl ester
• CAS No.: 170364-89-3
• Molecular Formula: C18H24N2O2
• Molecular Weight: 300.39500
• Hs Code.: 2933990090
• Mol file: 170364-89-3.mol

Synonyms:tert-Butyl 4-(1H-indol-1-yl)piperidine-1-carboxylate;tert-butyl 4-indol-1-ylpiperidine-1-carboxylate;

Chemical Property of 4-(1H-Indol-1-yl)-1-piperidinecarboxylic acid tert-butyl ester

Chemical Property:

• Boiling Point: 441.4±38.0 °C(Predicted)
• PKA: -1.66±0.40(Predicted)
• PSA: 34.47000
• Density: 1.13
• LogP: 4.15120
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl 4-(1H-indol-1-yl)piperidine-1-carboxylate >95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(1H-Indol-1-yl)-1-piperidinecarboxylic acid tert-butyl ester

There total 9 articles about 4-(1H-Indol-1-yl)-1-piperidinecarboxylic acid tert-butyl 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: 92.0%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + 2-(2,2-dimethoxyethyl)-benzeneamine (150760-45-5) → 4-(indol-1-yl)piperidine-1-carboxylic acid tert-butyl ester (170364-89-3)

Guidance literature:

With sodium tris(acetoxy)borohydride; In acetic acid; at 50 ℃; for 18h;

DOI:10.1016/S0040-4020(03)00973-6

Reference yield: 91.0%

indole (120-72-9) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 4-(indol-1-yl)piperidine-1-carboxylic acid tert-butyl ester (170364-89-3)

Guidance literature:

With formic acid; 10 mol% Pd(OH)2/C; In water; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00591

Reference yield: 88.0%

tert-butyl 4-(indolin-1-yl) piperidine-1-carboxylate (400828-91-3) → 4-(indol-1-yl)piperidine-1-carboxylic acid tert-butyl ester (170364-89-3)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; at 0 - 5 ℃; for 0.75h;

DOI:10.1016/S0040-4020(03)00973-6

upstream raw materials:

N-tert-butyloxycarbonylpiperidin-4-one

2-(2,2-dimethoxyethyl)-benzeneamine

tert-butyl 4-(indolin-1-yl) piperidine-1-carboxylate

1-indoline

Downstream raw materials:

4-(1H-indol-1-yl)-N-(3-(methylcarbamoyl)phenyl)piperidine-1-carboxamide

oxo-[1-(1-pyridin-2-ylmethyl-piperidin-4-yl)-1H-indol-3-yl]-oxo-acetic acid methyl ester

enzastaurin

1-[1-(pyridin-2-ylmethyl)piperidin-4-yl]-1H-indole

Refernces

• 1、 -. "ANTI-INFECTIVE HETEROCYCLIC COMPOUNDS AND USES THEREOF". Page/Page column 18; 21; 22. . Retrieved 2019/05/22.
• 2、 -. "Method for preparing N-substituted indole derivative". Paragraph 0041. . Retrieved 2019/07/01.