1-Boc-tryptamine

Base Information

• Chemical Name: 1-Boc-tryptamine
• CAS No.: 167015-84-1
• Molecular Formula: C15H20 N2 O2
• Molecular Weight: 260.336
• DSSTox Substance ID: DTXSID90363691
• Nikkaji Number: J1.046.841H
• Wikidata: Q82147439
• Mol file: 167015-84-1.mol

Synonyms:1-Boc-tryptamine;167015-84-1;Tert-butyl 3-(2-aminoethyl)indole-1-carboxylate;TERT-BUTYL 3-(2-AMINOETHYL)-1H-INDOLE-1-CARBOXYLATE;1H-Indole-1-carboxylicacid, 3-(2-aminoethyl)-, 1,1-dimethylethyl ester;3-AMINOETHYL-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;N-Boc-tryptamine;SCHEMBL7505969;N1-tert-butoxycarbonyltryptamine;DTXSID90363691;AB6514;MFCD03426148;AKOS015911341;AB14796;AS-44777;A810809;1-(tert-Butoxycarbonyl)-3-(2-aminoethyl)-1H-indole;TERT-BUTYL3-(2-AMINOETHYL)-1H-INDOLE-1-CARBOXYLATE

Chemical Property of 1-Boc-tryptamine

Chemical Property:

• Vapor Pressure: 1.82E-06mmHg at 25°C
• Boiling Point: 395.6°Cat760mmHg
• PKA: 9.53±0.10(Predicted)
• Flash Point: 193°C
• PSA: 57.25000
• Density: 1.12g/cm³
• LogP: 3.62600
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 260.152477885
• Heavy Atom Count: 19
• Complexity: 325

Purity/Quality:

97% ^*data from raw suppliers

3-aminoethyl-indole-1-carboxylicacidtert-butylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C=C(C2=CC=CC=C21)CCN

Technology Process of 1-Boc-tryptamine

There total 10 articles about 1-Boc-tryptamine 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: 100.0%

tert-butyl 3-(2-(2,2,2-trifluoroacetamido)ethyl)-1H-indole-1-carboxylate (221357-19-3) → 3-(2-aminoethyl)-indole-1-carboxylic acid tert-butyl ester (167015-84-1)

Guidance literature:

With potassium carbonate; In methanol; water; at 25 ℃; for 18h;

DOI:10.1016/S0040-4039(98)02696-3

Reference yield: 94.0%

tert-butyl 3-[2-(1,3-dioxoisoindolin-2-yl)ethyl]-1H-indole-1-carboxylate (1123495-86-2) → 3-(2-aminoethyl)-indole-1-carboxylic acid tert-butyl ester (167015-84-1)

Guidance literature:

With hydrazine hydrate; In tetrahydrofuran; isopropyl alcohol; for 7.5h; Inert atmosphere; Reflux;

DOI:10.1248/cpb.56.1567

Reference yield: 83.0%

3-(2-phenoxycarbonylamino-ethyl)-indole-1-carboxylic acid tert-butyl ester (792909-25-2) → 3-(2-aminoethyl)-indole-1-carboxylic acid tert-butyl ester (167015-84-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1016/j.tet.2004.07.071

upstream raw materials:

tert-butyl 3-(2-(2,2,2-trifluoroacetamido)ethyl)-1H-indole-1-carboxylate

3-(2-phenoxycarbonylamino-ethyl)-indole-1-carboxylic acid tert-butyl ester

di-tert-butyl dicarbonate

(2-(1H-indol-3-yl)ethyl)carbamic acid phenyl ester

Downstream raw materials:

C₂₃H₃₀N₂O₄

indoloquinolizidine

(1S,12bR)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]-quinolizin-1-yl phenyl carbonate

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