Reaktion #352088

ord-8b724f07a28e43b6a2d223eb18dc37f7

Reaktionsgleichung

CCCCNC(=O)[C@H](C)C(=C=O)[C@H](O)[C@H](C[C@H](Cc1ccc(OC)c(OCCOCCOC)c1)C(C)C)NOC(C)(C)C
N-tert-butoxy-carbonyl-2(R)-methyl-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-{3-[2-(2-methoxy-ethoxy)ethoxy]-4-methoxy-phenyl}-octanoic acid (N-butyl)amide
CO.ClCCl
dichloromethane methanol
→
CCCCNC(=O)[C@H](C)C[C@H](O)[C@@H](N)C[C@H](Cc1ccc(OC)c(OCCOCCOC)c1)C(C)C.Cl
title compound
CCCCNC(=O)[C@H](C)C[C@H](O)[C@@H](N)C[C@H](Cc1ccc(OC)c(OCCOCCOC)c1)C(C)C.Cl
2(R)-Methyl-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-{3-[2-(2-methoxy-ethoxy)ethoxy]-4-methoxy-phenyl}-octanoic acid (N-butyl)amide hydrochloride

Edukte

CCCCNC(=O)[C@H](C)C(=C=O)[C@H](O)[C@H](C[C@H](Cc1ccc(OC)c(OCCOCCOC)c1)C(C)C)NOC(C)(C)C
N-tert-butoxy-carbonyl-2(R)-methyl-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-{3-[2-(2-methoxy-ethoxy)ethoxy]-4-methoxy-phenyl}-octanoic acid (N-butyl)amide
—
( I )
CO.ClCCl
dichloromethane methanol

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThis yields the tire compound

Vorschrift

Analogously to Example 1, the title compound is prepared starting from 27 mg of N-tert-butoxy-carbonyl-2(R)-methyl-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-{3-[2-(2-methoxy-ethoxy)ethoxy]-4-methoxy-phenyl}-octanoic acid (N-butyl)amide. This yields the tire compound: Rf (dichloromethane/methanol=1:1)=0.19; Rt (I)=18.93 minutes; FAB-MS(M+H)+ =511.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05646143uspto-grants-1997_07