Reaktion #57593

Reaktionsgleichung

sodium carbonate

methyl N-methyl-N-[(4′-nitro-1,1′-biphenyl-4-yl)sulfonyl]-D-valinate

tin (II) chloride dihydrate

→

methyl N-[(4′-amino-1,1′-biphenyl-4-yl)sulfonyl]-N-methyl-D-valinate

Ausbeute 95.0%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction was then filtered through celite
2. 2
   WaschenThe filtrate washed with water and brine
3. 3
   Trocknendried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated

Vorschrift

To 0.22 g of methyl N-methyl-N-[(4′-nitro-1,1′-biphenyl-4-yl)sulfonyl]-D-valinate in 8 mL of ethyl acetate was added 1.21 g of tin (II) chloride dihydrate and the reaction was stirred at room temperature overnight. To the reaction was added ˜8 mL of 2N sodium carbonate to adjust the pH to ˜8-9. The reaction was then filtered through celite. The filtrate washed with water and brine, dried over Na2SO4, filtered, and concentrated to provide 0.19 g of as methyl N-[(4′-amino-1,1′-biphenyl-4-yl)sulfonyl]-N-methyl-D-valinate as an oil. Yield 95%. MS:377.2 (M+H)+.

Quelle