Methanol → 5-Chloro-alpha-(3-tert-butoxycarbonylaminophenyl)-2-neopentylaminobenzyl alcohol

To a methanol (4 ml) solution of 2-amino-5-chloro-α-(3-tert-butoxycarbonylaminophenyl) benzyl alcohol (0.4 g) were added trimethyl acetaldehyde (109 mg) and acetic acid (76 mg). The mixture was stirred for 10 minutes at room temperature, to which was added sodium cyano borohydride (79 mg). The mixture was stirred for one hour at room temperature, to which was added acetic acid ethyl ester (50 ml). The mixture was washed with water and dried over anhydrous MgSO4. 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-(3-tert-butoxycarbonylaminophenyl)-2-neopentylaminobenzyl alcohol (0.43 g) as a colorless amorphous solid product.

1. stirringThe mixture was stirred for one hour at room temperature, to which
2. washThe mixture was washed with water
3. dry with materialdried over anhydrous MgSO4
4. distillationThe solvent was then distilled off
5. customthe residue was purified by means of a silica gel column chromatography

ORD record

ord-c87609a865e3424f8211c7f6361e52b1

Source dataset

uspto-grants-2002_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06352982B1