tert-Butyl 4-(1H-indol-1-yl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-(1H-indol-1-yl)piperidine-1-carboxylate
• CAS No.: 170364-89-3
• Molecular Formula: C18H24N2O2
• Molecular Weight: 300.39500
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80462788
• Wikidata: Q72483198
• Mol file: 170364-89-3.mol

Synonyms:170364-89-3;tert-Butyl 4-(1H-indol-1-yl)piperidine-1-carboxylate;4-(1H-INDOL-1-YL)-1-PIPERIDINECARBOXYLIC ACID TERT-BUTYL ESTER;1-(1-Boc-piperidin-4-yl)indole;Tert-butyl 4-indol-1-ylpiperidine-1-carboxylate;MFCD09833914;1-Piperidinecarboxylic acid, 4-(1H-indol-1-yl)-, 1,1-dimethylethyl ester;tert-butyl 4-(indol-1-yl)piperidine-1-carboxylate;SCHEMBL3159082;1-Boc-4-(1-indolyl)piperidine;DTXSID80462788;AKOS015949385;AS-40092;SY108050;FT-0685005;A882026;W-206003;tert-Butyl4-(1H-indol-1-yl)piperidine-1-carboxylate;tert-Butyl 4-(1H-indol-1-yl)piperidine-1-carboxylate, AldrichCPR

Chemical Property of tert-Butyl 4-(1H-indol-1-yl)piperidine-1-carboxylate

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
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 300.183778013
• Heavy Atom Count: 22
• Complexity: 396

Purity/Quality:

97% ^*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:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)N2C=CC3=CC=CC=C32

Technology Process of tert-Butyl 4-(1H-indol-1-yl)piperidine-1-carboxylate

There total 9 articles about tert-Butyl 4-(1H-indol-1-yl)piperidine-1-carboxylate 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:

1-(4-piperidinyl)-1H-indole

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

enzastaurin

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