Reaktion #5432

ord-da46530a89434c3c8d249230d0da1142

Reaktionsgleichung

CCCC[C@H](NC(=O)OC(C)(C)C)C(=O)N1CCC[C@H]1C(N)=O
N-tert-butyloxycarbonyl-L-norleucyl-proline amide
C1COCCO1.Cl
HCl dioxane
→
CCCC[C@H](N)C(=O)N1CCC[C@H]1C(N)=O.Cl
title compound
CCCC[C@H](N)C(=O)N1CCC[C@H]1C(N)=O.Cl
L-norleucyl-L-proline amide hydrochloride

Edukte

CCCC[C@H](NC(=O)OC(C)(C)C)C(=O)N1CCC[C@H]1C(N)=O
N-tert-butyloxycarbonyl-L-norleucyl-proline amide
C1COCCO1.Cl
HCl dioxane

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added
  2. 2
    SonstigeEvaporation of solvent in vacuo
  3. 3
    Sonstigecrystallization of an oily residue from methanol/ethyl ether

Vorschrift

The N-tert-butyloxycarbonyl-L-norleucyl-proline amide (1 g, 3.05 mmol) was placed in a round bottom flask to which freshly prepared 4N HCl/dioxane (25 ml) was added. The solution was stirred for 1 hour. Evaporation of solvent in vacuo and then crystallization of an oily residue from methanol/ethyl ether gave the title compound as a crystal-line product (0.76 g, 95%); oil, [α]D -17.7° (C=1; DMF); Rf 0.31 (1-butanol/acetic acid/water 4:1:1), Rf 0.42 (1 butanol/acetic acid/water, 4:1:5, upper phase).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05244884uspto-grants-1993_09