5-Tert-butyltryptamine

Base Information

• Chemical Name: 5-Tert-butyltryptamine
• CAS No.: 222733-86-0
• Molecular Formula: C₁₄H₂₀N₂
• Molecular Weight: 216.326
• DSSTox Substance ID: DTXSID10376405
• Nikkaji Number: J1.081.383B
• Wikidata: Q82165342
• Pharos Ligand ID: RGFW5P32SHQQ
• ChEMBL ID: CHEMBL444341
• Mol file: 222733-86-0.mol

Synonyms:5-TERT-BUTYLTRYPTAMINE;222733-86-0;2-(5-tert-butyl-1H-indol-3-yl)ethanamine;CHEMBL444341;SCHEMBL7853204;DTXSID10376405;BDBM50073684;5-tert-Butyl-1H-indole-3-ethaneamine;FT-0620784;2-(5-tert-Butyl-1H-indol-3-yl)-ethylamine

Chemical Property of 5-Tert-butyltryptamine

Chemical Property:

• Vapor Pressure: 7.9E-06mmHg at 25°C
• Refractive Index: 1.598
• Boiling Point: 375.2 °C at 760 mmHg
• Flash Point: 208.6 °C
• PSA: 41.81000
• Density: 1.054 g/cm³
• LogP: 3.66690
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 216.162648646
• Heavy Atom Count: 16
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

5-TERT-BUTYLTRYPTAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC2=C(C=C1)NC=C2CCN

Technology Process of 5-Tert-butyltryptamine

There total 4 articles about 5-Tert-butyltryptamine 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:

C19H28N2O2 → 2-(5-tert-butyl-1H-indol-3-yl)ethylamine (222733-86-0)

Guidance literature:

C₁₉H₂₈N₂O₂; With trifluoroacetic acid; In dichloromethane; at 25 ℃; Inert atmosphere;

With sodium hydroxide; In dichloromethane; water; at 25 ℃; pH=Ca. 12 - Ca. 13; Inert atmosphere;

DOI:10.1002/anie.200800404

Reference yield:

2-[2-(5-tert-butyl-1H-indol-3-yl)-ethyl]-isoindole-1,3-dione (222733-84-8) → 2-(5-tert-butyl-1H-indol-3-yl)ethylamine (222733-86-0)

Guidance literature:

With water; hydrazine hydrate; In ethanol; for 14h; Yield given; Ambient temperature;

DOI:10.1021/jm9805945

Reference yield:

4-tert-Butylaniline (769-92-6) → 2-(5-tert-butyl-1H-indol-3-yl)ethylamine (222733-86-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) conc. aq. HCl, aq. NaNO₂, 2.) SnCl₂*H₂O, conc. aq. HCl / 1.) 10 min, 2.) RT, 1 h

2: 1.) H₂O, 2.) conc. aq. HCl / 1.) EtOH, 70 deg C, 2 h, 2.) EtOH, reflux, 14 h

3: hydrazine hydrate, water / ethanol / 14 h / Ambient temperature

With hydrogenchloride; water; hydrazine hydrate; tin(ll) chloride; sodium nitrite; In ethanol;

DOI:10.1021/jm9805945

upstream raw materials:

2-[2-(5-tert-butyl-1H-indol-3-yl)-ethyl]-isoindole-1,3-dione

4-tert-Butylaniline

4-tert-butylphenylhydrazine hydrochloride

Downstream raw materials:

C₂₂H₂₃F₃N₂O₂

Refernces

• 1、 Nicolaou,Krasovskiy, Arkady,Trepanier, Vincent E.,Chen, David Y.-K.. "An expedient strategy for the synthesis of tryptamines and other heterocycles". supporting information; experimental part. p. 4217 - 4220. Retrieved 2009/03/12.