반응 #7774

반응 방정식

( 118ba )

[(1S,2R,4R)-2-(4-bromo-benzenesulfonylmethyl)-4-isopropylamino-cyclohexyl]-carbamic acid benzyl ester

formaldehyde

NaBH3CN

→

[(1S,2R,4R)-2-(4-Bromo-benzenesulfonylmethyl)-4-(isopropyl-methyl-amino)-cyclohexyl]-carbamic acid benzyl ester

수율 94.4%

용매

MeOH

water

반응 조건

후처리

1. 1
   workup.WAITAfter 2 h
2. 2
   농축the reaction was concentrated
3. 3
   workup.ADDITIONEtOAc was added
4. 4
   세척the organic layer was washed with H2O, brine
5. 5
   기타dried
6. 6
   여과filtered
7. 7
   농축concentrated

실험 절차

The above derivative (118ba) (1.96 g) was dissolved in MeOH (15 ml) prior to the addition of 37% formaldehyde in water (1.41 ml). After 10 min, NaBH3CN (708 mg) was added. After 2 h, the reaction was concentrated. EtOAc was added and the organic layer was washed with H2O, brine, dried, filtered, and concentrated to give [(1S,2R,4R)-2-(4-Bromo-benzenesulfonylmethyl)-4-(isopropyl-methyl-amino)-cyclohexyl]-carbamic acid benzyl ester (1.9 g), MS found: (M+H)+=539.3.

출처