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680613

Sigma-Aldrich

N-Boc-5-methoxyindole

97%

Synonym(s):

5-Methoxyindole-1-carboxylic acid tert-butyl ester, N-(tert-Butoxycarbonyl)-5-methoxyindole

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About This Item

Empirical Formula (Hill Notation):
C14H17NO3
CAS Number:
99275-47-5
Molecular Weight:
247.29
MDL number:
MFCD08272248
UNSPSC Code:
12352100
PubChem Substance ID:
24885580
NACRES:
NA.22

Assay

97%

form

solid

mp

75-79 °C

SMILES string

COc1ccc2n(ccc2c1)C(=O)OC(C)(C)C

InChI

1S/C14H17NO3/c1-14(2,3)18-13(16)15-8-7-10-9-11(17-4)5-6-12(10)15/h5-9H,1-4H3

InChI key

LPSLGTZFBDZNEK-UHFFFAOYSA-N

Application

Reactant for preparation of:
  • Asymmetric intramolecular Friedel-Crafts alkylation reaction
  • Palladium-catalyzed carboaminoxylations with arylboronic acids and TEMPO catalyst
  • Fluorescent pyrimidopyrimidoindole nucleosides via Suzuki-Miyaura coupling reaction
  • Novel conformationally restricted β- and γ-amino acids
  • 2-(Indolyl) borates, silanes, and silanols
  • DNA minor groove alkylating agents as stable amine-based prodrugs designed for tumor-specific release

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H319

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Manabu Nakazono et al.
Clinica chimica acta; international journal of clinical chemistry, 436, 27-34 (2014-05-13)
Various styrylbenzene compounds were synthesized and evaluated as mainly Aβ amyloid sensors. These compounds, however, cannot be used for detecting amyloid deposition in peripheral nerves because of the inherent sensitivity of the compounds. These compounds often generate false positives especially

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