تفاعل #86610

ord-53df29585d21450a8c370070197b12a9

معادلة التفاعل

CN(CCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)CN(C)/C(=N/C(=O)OC(C)(C)C)NC(=O)OC(C)(C)C.O=C([O-])C(F)(F)F
N2—{(E)-[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}-N,N2-dimethyl-N-[3-(triphenylphosphonio)propyl]glycinamide trifluoroacetate
→
CN(CC(=O)N(C)CCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)C(=N)[NH3+].O=C([O-])C(F)(F)F.O=C([O-])C(F)(F)F
title compound
المردود 18.0%
CN(CC(=O)N(C)CCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)C(=N)[NH3+].O=C([O-])C(F)(F)F.O=C([O-])C(F)(F)F
N2-[ammonio(imino)methyl]-N,N2-dimethyl-N-[3-(triphenylphosphonio)propyl]glycinamide bis(trifluoroacetate)
المردود 18.0%

المتفاعلات

CN(CCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)CN(C)/C(=N/C(=O)OC(C)(C)C)NC(=O)OC(C)(C)C.O=C([O-])C(F)(F)F
N2—{(E)-[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}-N,N2-dimethyl-N-[3-(triphenylphosphonio)propyl]glycinamide trifluoroacetate

الكواشف

لا شيء

المذيبات

O=C(O)C(F)(F)F
trifluoroacetic acid

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىthe crude was isolated upon removal of volatiles
  2. 2
    أخرىPurification by preparative HPLC

الإجراء التجريبي

N2—{(E)-[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}-N,N2-dimethyl-N-[3-(triphenylphosphonio)propyl]glycinamide trifluoroacetate (330 mg, 0.43 mmol) was dissolved in trifluoroacetic acid (1.6 ml) and stirred at room temperature for 15 minutes, and the crude was isolated upon removal of volatiles. Purification by preparative HPLC to give the title compound as a white solid following lyophilization (18% yield).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09434753B2uspto-grants-2016_09