Reaktion #3362

ord-0793e59e7ec647808746d733896f2b78

Reaktionsgleichung

CC(C)CC(NC(=O)c1cc(F)ccc1SSN(C(=O)c1cccc(F)c1)C(CC(C)C)C(=O)O)C(=O)O
2-{-[2-(1-carboxy-3-methylbutylcarbamoyl)-4-fluorophenyldisulfanyl]-5-fluorobenzoylamino}-4-methyl-pentanoic acid
BrBr
bromine
CC(C)C[C@@H](C(=O)O)n1sc2ccc(F)cc2c1=O
title compound
Ausbeute 137.3%
CC(C)C[C@@H](C(=O)O)n1sc2ccc(F)cc2c1=O
(S)-4-Methyl-2-(5-fluoro-3-oxo-3h-benzo[d]isothiazol-2-yl)-pentanoic acid
Ausbeute 137.3%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe crude compound was recrystallized from methanol/water

Vorschrift

Following the general method of Example 3, a slurry of {s-(R*,R*)]-2-{-[2-(1-carboxy-3-methylbutylcarbamoyl)-4-fluorophenyldisulfanyl]-5-fluorobenzoylamino}-4-methyl-pentanoic acid (2.1 g, 3.6 mmol) (from Preparation 21) in 8 mL acetonitrile and 25 mL dichloromethane was treated with bromine (0.7 g, 4.4 mmol) in 15 mL dichloromethane. The crude compound was recrystallized from methanol/water to afford 1.4 g of the title compound, mp 161°-162° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05733921uspto-grants-1998_03