All Photos(1)

518107

Sigma-Aldrich

tert-Butyl 1-indolecarboxylate

97%

Synonym(s):
1-Indolecarboxylic acid tert-butyl ester, N-tert-Butoxycarbonylindole, 1-(tert-Butoxycarbonyl)indole, N-Butyloxycarbonylindole
Empirical Formula (Hill Notation):
C13H15NO2
CAS Number:
Molecular Weight:
217.26
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.543 (lit.)

bp

201 °C (lit.)

density

1.07 g/mL at 25 °C (lit.)

SMILES string

CC(C)(C)OC(=O)n1ccc2ccccc12

InChI

1S/C13H15NO2/c1-13(2,3)16-12(15)14-9-8-10-6-4-5-7-11(10)14/h4-9H,1-3H3

InChI key

OWPIFQXNMLDXKW-UHFFFAOYSA-N

Application

Reactant for preparation of:
  • Potent plant-growth inhibitors
  • Cannabinoid CB2 receptor ligands
  • Analogues of isomeridianin G and evaluation as GSK-3β inhibitors
  • Inhibitor of the Yersinia pestis salicylate adenylation domain YbtE
  • Cholecystokinin-2 receptor antagonists
  • Antileishmanial agents

  • Reactant for:
  • Palladium-catalyzed Suzuki-Miyaura cross coupling reactions
  • Friedel-Crafts alkylation reactions

Packaging

25 mL in glass bottle

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

160.0 °F - closed cup

Flash Point(C)

71.1 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

Solid-Phase Dendrimer Chemistry
Aldrichimica Acta, 34(3) (3001)
Eva Schendera et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(1), 269-274 (2019-09-26)
A metal-free, photoinduced aerobic tandem amine dehydrogenation/Povarov cyclization/aromatization reaction between N-aryl glycine esters and indoles leads to tetracyclic 11H-indolo[3,2-c]quinolines under mild conditions and with high yields. The reaction can be performed by using molecular iodine along with visible light, or

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service