Methanol → 5-Chloro-alpha-(4-tert-butoxycarbonylaminomethylphenyl)-2-neopentylaminobenzyl alcohol

To a methanol (8 ml) solution of 2-amino-5-chloro-α-(4-tert-butoxycarbonylaminomethylphenyl)benzyl alcohol (0.83 g) were added trimethyl acetaldehyde (220 mg) and acetic acid (170 mg). The mixture was stirred for 10 minutes at room temperature, to which was added sodium cyano borohydride (160 mg). The mixture was stirred overnight at room temperature, to which was added acetic acid ethyl ester (100 ml). The mixture was washed with water and dried over anhydrous Na2SO4. The solvent was then distilled off, and the residue was purified by means of a silica gel column chromatography to give the object 5-chloro-α-(4-tert-butoxycarbonylaminomethylphenyl)-2-neopentylaminobenzyl alcohol (0.99 g) as a colorless oily product.

1. stirringThe mixture was stirred overnight at room temperature, to which
2. washThe mixture was washed with water
3. dry with materialdried over anhydrous Na2SO4
4. distillationThe solvent was then distilled off
5. customthe residue was purified by means of a silica gel column chromatography

ORD-Eintrag

ord-2efdd3ed1c3c4a8c9ffa11aebead2ebf

Quelldatensatz

uspto-grants-2002_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06352982B1