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About This Item
Empirical Formula (Hill Notation):
C15H13NO
CAS Number:
Molecular Weight:
223.27
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Recommended Products
Assay
98%
mp
57-61 °C (lit.)
functional group
phenyl
SMILES string
C(Oc1cccc2[nH]ccc12)c3ccccc3
InChI
1S/C15H13NO/c1-2-5-12(6-3-1)11-17-15-8-4-7-14-13(15)9-10-16-14/h1-10,16H,11H2
InChI key
LJFVSIDBFJPKLD-UHFFFAOYSA-N
Application
4-Benzyloxyindole was used in the synthesis of 4-alkyloxy-aminoalkyl indole derivatives[1].
- Reactant for regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition
- Reactant for preparation of indoles by Bartoli reductive cyclization as useful intermediates in medicinal chemistry research
- Reactant for synthesis of carbon-11-labeled 4-aryl-4H-chromenes as new PET agents for imaging of apoptosis in cancer
- Reactant for preparation of HCV inhibitors
- Reactant for preparation of indol-3-yl tetramethylcyclopropyl ketones as CB2 cannabinoid receptor ligands
- Reactant for preparation of 4-aryl-4H-chromenes as apoptosis inducers
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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A K Dutta et al.
Bioorganic & medicinal chemistry, 5(8), 1591-1600 (1997-08-01)
Several novel 4-alkyloxy-aminoalkyl indole derivatives 3 were synthesized from 4-benzyloxyindole (1). Alkylation of 1 with 4-(2-chloroethyl)morpholine (NaH/HMPA) formed 2. Deprotection using palladium hydroxide on carbon/hydrogen followed by alkylation with the appropriate alkyl bromide gave the target compounds 3b-3j. In the
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