tert-butyl N-[(1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl]carbamate

• ChemBase ID: 167131
• Molecular Formular: C21H23Cl2NO2
• Molecular Mass: 392.31882
• Monoisotopic Mass: 391.11058434
• SMILES: [C@H]1(CC[C@@H](c2c1cccc2)NC(=O)OC(C)(C)C)c1cc(c(cc1)Cl)Cl
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H]1CC[C@H](c2c1cccc2)c1ccc(c(c1)Cl)Cl
• InChI: InChI=1S/C21H23Cl2NO2/c1-21(2,3)26-20(25)24-19-11-9-14(15-6-4-5-7-16(15)19)13-8-10-17(22)18(23)12-13/h4-8,10,12,14,19H,9,11H2,1-3H3,(H,24,25)/t14-,19-/m0/s1
• InChIKey: ZVQCUUBEAJLJHR-LIRRHRJNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl]carbamate
• Synonyms: [(1S,4S)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenyl]carbamic Acid 1,1-Dimethylethyl Ester; cis-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro N-Boc-1-naphthalenamine

Database IDs

• CAS Number: 267884-84-4
• PubChem SID: 162261264
• PubChem CID: 40635024

CALCULATED PROPERTIES

• Acid pKa: 13.009663
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 6.208817
• LogD (pH = 7.4): 6.208816
• Log P: 6.208817
• Molar Refractivity: 105.8394 cm^3
• Polarizability: 41.34646 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 138-140°C

DETAILS

Toronto Research Chemicals - D435720

An intermediate in the synthesis of the drug metabolite Sertraline.

REFERENCES

• Chandrasekhar, S., et al.: Tetrahedron, 56, 1111 (2000)