Reaktion #3802

ord-c0c63113194641109ceb64f308eed198

Reaktionsgleichung

CC(C)(C)OC(=O)CCCC(NC(=O)c1ccccc1SSc1ccccc1C(=O)NC(CCCC(=O)OC(C)(C)C)C(=O)OC(C)(C)C)C(=O)OC(C)(C)C
2-{2-[2-(1,4-bis-tert-butoxycarbonyl-butylcarbamoyl)phenyldisulfanyl]-benzoylamino}-hexanedioic acid di-tert-butyl ester
O=C(O)C(F)(F)F
trifluoroacetic acid
COc1ccccc1
anisole
→
O=C(O)CCCC(NC(=O)c1ccccc1SSc1ccccc1C(=O)NC(CCCC(=O)O)C(=O)O)C(=O)O
title compound
O=C(O)CCCC(NC(=O)c1ccccc1SSc1ccccc1C(=O)NC(CCCC(=O)O)C(=O)O)C(=O)O
2-{2-[2-(1,4-Dicarboxy-butylcarbamoyl)-phenyldisulfanyl]-benzoylamino}-hexanedioic acid

Edukte

CC(C)(C)OC(=O)CCCC(NC(=O)c1ccccc1SSc1ccccc1C(=O)NC(CCCC(=O)OC(C)(C)C)C(=O)OC(C)(C)C)C(=O)OC(C)(C)C
2-{2-[2-(1,4-bis-tert-butoxycarbonyl-butylcarbamoyl)phenyldisulfanyl]-benzoylamino}-hexanedioic acid di-tert-butyl ester
O=C(O)C(F)(F)F
trifluoroacetic acid
COc1ccccc1
anisole

Reagenzien

Keine

Lösungsmittel

ClCCl
dichloromethane

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThis compound was prepared
  2. 2
    SonstigeThe crude product was recrystallized from methanol/dimethylformamide/water

Vorschrift

This compound was prepared according to the procedure described in Example 50 using [S-(R*,R*)]-2-{2-[2-(1,4-bis-tert-butoxycarbonyl-butylcarbamoyl)phenyldisulfanyl]-benzoylamino}-hexanedioic acid di-tert-butyl ester (1.1 g, 1.4 mmol) from Example 10 mL dichloromethane, 10 mL trifluoroacetic acid, and 1 mL anisole. The crude product was recrystallized from methanol/dimethylformamide/water to afford 0.6 of the title compound, mp 259°-260° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05734081uspto-grants-1998_03