تفاعل #48616

ord-e0288f93b5b84803856ffcecac1c817a

معادلة التفاعل

CC(=O)N[C@@H](Cc1cc(F)cc(F)c1)[C@H](OCc1ccccc1)[C@H]1CO[C@H](OCCCC2CCCC2)CN1C(=O)OC(C)(C)C
(2S,5R)-5-[(1S,2S)-2-Acetylamino-1-benzyloxy-3-(3,5-difluorophenyl)-propyl]-2-(3-cyclopentylpropoxy)-morpholine-4-carboxylic acid tert-butyl ester
O=C(O)C(F)(F)F
trifluoroacetic acid
→
CC(=O)N[C@@H](Cc1cc(F)cc(F)c1)[C@H](OCc1ccccc1)[C@H]1CO[C@H](OCCCC2CCCC2)CN1.O=C(O)C(F)(F)F
title compound
CC(=O)N[C@@H](Cc1cc(F)cc(F)c1)[C@H](OCc1ccccc1)[C@H]1CO[C@H](OCCCC2CCCC2)CN1.O=C(O)C(F)(F)F
N-[(1S,2S)-2-Benzyloxy-2-[(3R,6S)-6-(3-cyclopentylpropoxy)-morpholin-3-yl]-1-(3,5-difluorobenzyl)-ethyl]-acetamide trifluoroacetate

المتفاعلات

CC(=O)N[C@@H](Cc1cc(F)cc(F)c1)[C@H](OCc1ccccc1)[C@H]1CO[C@H](OCCCC2CCCC2)CN1C(=O)OC(C)(C)C
(2S,5R)-5-[(1S,2S)-2-Acetylamino-1-benzyloxy-3-(3,5-difluorophenyl)-propyl]-2-(3-cyclopentylpropoxy)-morpholine-4-carboxylic acid tert-butyl ester
O=C(O)C(F)(F)F
trifluoroacetic acid

الكواشف

لا شيء

المذيبات

ClCCl
dichloromethane

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزconcentrate it
  2. 2
    أخرىon the rotary evaporator four times
  3. 3
    workup.ADDITIONdilute with benzene
  4. 4
    تركيزconcentrate again
  5. 5
    أخرىDry the residue under vacuum

الإجراء التجريبي

Dissolve (2S,5R)-5-[(1S,2S)-2-Acetylamino-1-benzyloxy-3-(3,5-difluorophenyl)-propyl]-2-(3-cyclopentylpropoxy)-morpholine-4-carboxylic acid tert-butyl ester (67 mg, 0.106 mmol) in neat trifluoroacetic acid under nitrogen. After 20 min, dilute the reaction mixture with dichloromethane and concentrate it on the rotary evaporator four times, then dilute with benzene and concentrate again. Dry the residue under vacuum to give the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07745438B2uspto-grants-2010_06