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557749 Sigma-Aldrich

N-Boc-5-bromoindole

97%

Synonym: tert-Butyl 5-bromoindole-1-carboxylate

  • CAS Number 182344-70-3

  • Empirical Formula (Hill Notation) C13H14BrNO2

  • Molecular Weight 296.16

  •  MDL number MFCD02090067

  •  PubChem Substance ID 24879694

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C13 to C27, Chemical Synthesis, Halogenated Heterocycles, Heterocyclic Building Blocks,
Quality Level   100
assay   97%
mp   56-57 °C (lit.)
SMILES string   CC(C)(C)OC(=O)n1ccc2cc(Br)ccc12
InChI   1S/C13H14BrNO2/c1-13(2,3)17-12(16)15-7-6-9-8-10(14)4-5-11(9)15/h4-8H,1-3H3
InChI key   PBWDRTGTQIXVBR-UHFFFAOYSA-N

Description

General description

N-Boc-5-bromoindole can undergo Sonogashira coupling reaction with N,N-diisopropylprop-2-ynylamine to afford the corresponding propargylic diisopropylamine. N-Boc-5-bromoindole is formed as an intermediate during the synthesis of 2-(5-substituted-1H-indol-3-yl)-N-hydroxyacetamide derivatives.

Packaging

5, 25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Indoles

Sigma-Aldrich is proud to offer a new series of ChemFiles—called Privileged Structures, to our Drug Discovery and Organic Synthesis customers. Each piece will highlight a specific motif, selected app...
Chemfiles Volume 4 Article 8
Keywords: Building blocks, Cardiovascular, Diabetes, Diseases, Drug discovery, Medicinal chemistry, Organic synthesis, Respiratory

Peer-Reviewed Papers
15

References

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