Reacción #11796

Ecuación de reacción

sodium triacetoxyborohydride

5-chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzaldehyde

sarcosine methyl ester hydrochloride salt

→

[(5-Chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzyl)-methyl-amino]-acetic acid methyl ester

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter 15 hours the solvent was removed
2. 2
   LavadoAfter washing with pH 7 phosphate buffer (0.05 M) and saturated aqueous sodium chloride the organic layer
3. 3
   Secadowas dried over magnesium sulfate
4. 4
   FiltraciónAfter filtration and concentration the title compound
5. 5
   Otrowas isolated by chromatography on silica gel (0.051 g)

Procedimiento

To a solution of 5-chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzaldehyde (0.10 g, 0.24 mmol) in methanol (2.5 ml) was added sarcosine methyl ester hydrochloride salt (0.10 g, 0.72 mmol) followed by sodium triacetoxyborohydride (0.155 g, 0.73 mmol). After 15 hours the solvent was removed and the resultant solid taken up in methylene chloride. After washing with pH 7 phosphate buffer (0.05 M) and saturated aqueous sodium chloride the organic layer was dried over magnesium sulfate. After filtration and concentration the title compound was isolated by chromatography on silica gel (0.051 g).

Fuente