Reaktion #83386

ord-0c33e4a437ae4048a3f45156e67150e1

Reaktionsgleichung

Cl
HCl
CC[C@H](C)CC(NC(=O)OC(C)(C)C)[C@](N)(C(=O)OC)[C@H](CSC)C(=O)C1NCCc2ccccc21
2(S)-(t-butyloxycarbonylamino-3(S)-methylpentyl]-1,2,3,4-tetrahydro-3(S)-isoquinolinecarbonyl-methionine methyl ester
→
CC[C@H](C)[C@H](N)CN[C@H](C(=O)OC)[C@H](CSC)C(=O)C1NCCc2ccccc21
title compound
CC[C@H](C)[C@H](N)CN[C@H](C(=O)OC)[C@H](CSC)C(=O)C1NCCc2ccccc21
N-[2(S)-amino-3(S)-methylpentyl]-1,2,3,4-tetrahydro-3(S)-isoquinolinecarbonyl-methionine methyl ester

Edukte

Cl
HCl
CC[C@H](C)CC(NC(=O)OC(C)(C)C)[C@](N)(C(=O)OC)[C@H](CSC)C(=O)C1NCCc2ccccc21
2(S)-(t-butyloxycarbonylamino-3(S)-methylpentyl]-1,2,3,4-tetrahydro-3(S)-isoquinolinecarbonyl-methionine methyl ester

Reagenzien

Keine

Lösungsmittel

CCOC(C)=O
EtOAc

Reaktionsbedingungen

Temperatur
-20°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe solution was purged with argon for 0.5 h
  2. 2
    Einengenconcentrated

Vorschrift

HCl gas was bubbled into a solution of N-[2(S)-(t-butyloxycarbonylamino-3(S)-methylpentyl]-1,2,3,4-tetrahydro-3(S)-isoquinolinecarbonyl-methionine methyl ester (0.37 g, 0.71 mmol) in EtOAc (25 mL) with stirring at -20° C. over 0.5 h. The solution was purged with argon for 0.5 h, then concentrated to give the title compound as a white solid which was used without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05624936uspto-grants-1997_04