Reacción #1563920

ord-3c375dfaeeed458da4c91bd4104820c2

Ecuación de reacción

COC(=O)c1ccc([C@H](C)NC(=O)OC(C)(C)C)cc1
methyl (S)-4-(1-tert-butoxycarbonylaminoethyl)benzoate
Cl
hydrogen chloride
COC(=O)c1ccc([C@H](C)N)cc1.Cl
title compound
Rendimiento 97.1%
COC(=O)c1ccc([C@H](C)N)cc1.Cl
methyl (S)-4-(1-aminoethyl)benzoate hydrochloride
Rendimiento 97.1%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónConcentrate the mixture under reduced pressure

Procedimiento

To methyl (S)-4-(1-tert-butoxycarbonylaminoethyl)benzoate (1.00 g, 3.58 mmol), add hydrogen chloride (4 M in dioxane, 5 mL, 20 mmol) and stir the resulting mixture at room temperature for one hour. Concentrate the mixture under reduced pressure to furnish the title compound as a white solid (750 mg, 97% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.57 (br s, 3H), 7.99 (d, J=8.4 Hz, 2H), 7.65 (d, J=8.4 Hz, 2H), 4.47 (q, J=6.7 Hz, 1H), 3.84 (s, 3H), 1.50 (d, J=6.8 Hz, 3H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09402838B2uspto-grants-2016_08