Tert-butyl 1h-indol-5-ylcarbamate

Base Information

• Chemical Name: Tert-butyl 1h-indol-5-ylcarbamate
• CAS No.: 184031-16-1
• Molecular Formula: C13H16N2O2
• Molecular Weight: 232.282
• Hs Code.: 2933990090
• European Community (EC) Number: 675-878-7
• DSSTox Substance ID: DTXSID10466557
• Nikkaji Number: J2.169.591B
• Wikidata: Q72448153
• Mol file: 184031-16-1.mol

Synonyms:184031-16-1;tert-butyl 1h-indol-5-ylcarbamate;5-N-Boc-amino-1H-indole;5-boc-amino-1h-indole;Tert-butyl N-(1H-indol-5-yl)carbamate;(1h-indol-5-yl)-carbamic acid tert-butyl ester;MFCD04114771;(1h-indol-5-yl)carbamic acid tert-butyl ester;tert-Butyl1H-indol-5-ylcarbamate;N-Boc-1H-indol-5-amine;SCHEMBL2076885;DTXSID10466557;VGVLKMYJBZYCIS-UHFFFAOYSA-N;tert-butyl-1H-indol-5-ylcarbamate;AKOS013153477;AB18947;AC-9185;GS-6000;SY238751;A4072;CS-0154667;FT-0712168;Q-102075;(Z)-2-Methoxy-5-(2-(7-methoxybenzo[d][1,3]dioxol-5-yl)vinyl)phenol

Chemical Property of Tert-butyl 1h-indol-5-ylcarbamate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.636
• Boiling Point: 350.355 °C at 760 mmHg
• PKA: 14.33±0.43(Predicted)
• Flash Point: 165.689 °C
• PSA: 54.12000
• Density: 1.217 g/cm³
• LogP: 3.58790
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 232.121177757
• Heavy Atom Count: 17
• Complexity: 286

Purity/Quality:

98%min ^*data from raw suppliers

5-N-Boc-amino-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC2=C(C=C1)NC=C2

Technology Process of Tert-butyl 1h-indol-5-ylcarbamate

There total 1 articles about Tert-butyl 1h-indol-5-ylcarbamate 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%

5-amino-1H-indole (5192-03-0) + di-tert-butyl dicarbonate (24424-99-5) → (1H-indol-5-yl)-carbamic acid tert-butyl ester (184031-16-1)

Guidance literature:

In ethyl acetate; at 20 ℃; for 24h;

Reference yield: 80.0%

dibenzyl 11,11'-(diselanediylbis(methylene))(6S,6'S,11R,11'R)-bis(6-(tertbutoxycarbonyl)-2,2-dimethyl-4,9,12-trioxo-3-oxa-5,10,13-triazapentadecan-15-oate) + (1H-indol-5-yl)-carbamic acid tert-butyl ester (184031-16-1) → tert-butyl N5-((R)-1-((2-(benzyloxy)-2-oxoethyl)amino)-3-((5-((tert-butoxycarbonyl)amino)-1H-indol-3-yl)selanyl)-1-oxopropan-2-yl)-N2-(tert-butoxycarbonyl)-L-glutaminate

Guidance literature:

With rose bengal; In acetonitrile; for 1.5h; Irradiation;

DOI:10.1002/adsc.202100373

Reference yield: 77.0%

2-p-methoxyphenyl-4-phenyl-2-oxazolin-5-one (28172-58-9) + (1H-indol-5-yl)-carbamic acid tert-butyl ester (184031-16-1) → tert-butyl (3-(2-(4-methoxyphenyl)-5-oxo-4-phenyl-4,5-dihydrooxazol-4-yl)-1H-indol-5-yl)carbamate

Guidance literature:

With iron(III) chloride; oxygen; (4S,4'S)-2,2'-(cyclohexane-1,1-diyl)bis(4-phenylmethyl-4,5-dihydrooxazole); In chlorobenzene; at 30 ℃; for 48h; under 760.051 Torr; Schlenk technique; Inert atmosphere; Molecular sieve;

DOI:10.1021/acs.orglett.0c01248

upstream raw materials:

5-amino-1H-indole

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl 3-[2-(4-(4-fluorobenzyl)piperidin-1-yl)acetyl]-1H-indol-5-ylcarbamate

tert-butyl 3-(2-(4-(4-fluorobenzyl)piperidin-1-yl)-2-oxoacetyl)-1H-indol-5-ylcarbamate

1-(5-amino-1H-indol-3-yl)-2-(4-(4-fluorobenzyl)piperidin-1-yl)ethanone

N-(3-(2-(4-(4-fluorobenzyl)piperidin-1-yl)acetyl)-1H-indol-5-yl)methanesulfonamide

Refernces

• 1、 -. "BICYCLIC GPR119 MODULATORS". Page/Page column 46-47. . Retrieved 2012/06/15.
• 2、 -. "3-CYCLOALKYLCARBONYL INDOLES AS CANNABINOID RECEPTOR LIGANDS". Page/Page column 117. . Retrieved 2008/06/13.