tert-butyl 5-bromo-2,3-dihydro-1H-indole-1-carboxylate

• ChemBase ID: 67182
• Molecular Formular: C13H16BrNO2
• Molecular Mass: 298.17564
• Monoisotopic Mass: 297.03644076
• SMILES: N1(CCc2cc(ccc12)Br)C(=O)OC(C)(C)C
• Canonical SMILES: Brc1ccc2c(c1)CCN2C(=O)OC(C)(C)C
• InChI: InChI=1S/C13H16BrNO2/c1-13(2,3)17-12(16)15-7-6-9-8-10(14)4-5-11(9)15/h4-5,8H,6-7H2,1-3H3
• InChIKey: UOCVSZYBRMGQOL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 5-bromo-2,3-dihydro-1H-indole-1-carboxylate
• IUPAC Traditional name: tert-butyl 5-bromo-2,3-dihydroindole-1-carboxylate
• Synonyms: 1,1-Dimethylethyl 5-bromo-2,3-dihydro-1H-indole-1-carboxylate; 5-Bromo-1-(tert-butyloxycarbonyl)-2,3-dihydro-1H-indole; 5-Bromo-2,3-dihydroindole-1-carboxylic Acid 1,1-Dimethylethyl Ester; 5-Bromoindole-1-carboxylic Acid tert-Butyl Ester; tert-Butyl 5-bromoindoline-1-carboxylate; tert-Butyl 5-bromoindoline-1-carboxylate; 1-Boc-5-bromoindoline

Database IDs

• CAS Number: 261732-38-1
• MDL Number: MFCD08059280
• PubChem SID: 162032918
• PubChem CID: 21865438

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.556914
• LogD (pH = 7.4): 3.556914
• Log P: 3.556914
• Molar Refractivity: 70.3985 cm^3
• Polarizability: 27.170109 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White Solid

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95+%; 97%; 98%

DETAILS

Toronto Research Chemicals - B683980

Protected 5-Bromoindoline (B684610). A brominated indoline derivative and a product of biocatalyzed halogenation of nucleobase analogs. 5-Bromoindoline is used in the synthetic preparation of biologically active compounds such as selective human β3 adrene

REFERENCES

• Mathvink, R.J. et al.: Bioorg. Med. Chem. Lett., 9, 1869 (1999)
• Medici, R. et al.: Biotechnol. Lett., 33, 1999 (1999)