tert-butyl 3-(chloromethyl)-1H-indole-1-carboxylate

• ChemBase ID: 164445
• Molecular Formular: C14H16ClNO2
• Molecular Mass: 265.73534
• Monoisotopic Mass: 265.08695644
• SMILES: c1ccc2c(c1)c(cn2C(=O)OC(C)(C)C)CCl
• Canonical SMILES: ClCc1cn(c2c1cccc2)C(=O)OC(C)(C)C
• InChI: InChI=1S/C14H16ClNO2/c1-14(2,3)18-13(17)16-9-10(8-15)11-6-4-5-7-12(11)16/h4-7,9H,8H2,1-3H3
• InChIKey: PIUMVUOIQYDWMK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 3-(chloromethyl)-1H-indole-1-carboxylate
• IUPAC Traditional name: tert-butyl 3-(chloromethyl)indole-1-carboxylate
• Synonyms: 3-(Chloromethyl)-1H-indole-1-carboxylic Acid 1,1-Dimethylethyl Ester

Database IDs

• CAS Number: 862704-32-3
• PubChem SID: 162258580
• PubChem CID: 71314772

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.65231
• LogD (pH = 7.4): 3.65231
• Log P: 3.65231
• Molar Refractivity: 71.7109 cm^3
• Polarizability: 29.13619 Å^3
• Polar Surface Area: 31.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Light Brown Solid

DETAILS

Toronto Research Chemicals - C369400

Used in the synthesis of peptides containing geranyltryptophan.

REFERENCES

• Okada, M. et al.; Biosci. Biotech. Bioch. 68, 2374 (2004)