反応 #1869195

反応方程式

cis-4-benzylamino-1-tert-butoxycarbonyl-3-fluoropiperidine

HCl

→

title compound

収率 53.0%

(3S, 4R)-4-Amino-1-tert-butoxycarbonyl-3-fluoropiperidine

収率 53.0%

溶媒

EtOH

反応条件

後処理

1. 1
   その他prepared
2. 2
   ろ過was filtered through Celite®
3. 3
   濃縮The filtrate was concentrated under reduced pressure
4. 4
   その他the residue was purified by flash chromatography on silica gel (10% MeOH/CHCl3)

実験手順

To a solution of the enantiomeric mixture of cis-4-benzylamino-1-tert-butoxycarbonyl-3-fluoropiperidine (prepared according to the procedures of J. Med. Chem. 1999, 42, 2087-2104, 1.0 g, 3.2 mmole) in EtOH (40 mL) was added 3 N HCl (2.5 L) and 10% Pd/C (50 mg). The reaction was shaken under H2 (40 psi) on a Parr apparatus for 14 h, then was filtered through Celite®. The filtrate was concentrated under reduced pressure, and the residue was purified by flash chromatography on silica gel (10% MeOH/CHCl3) to afford the title compound (370 mg, 53%) as a white solid.

出典