반응 #48616

ord-e0288f93b5b84803856ffcecac1c817a

반응 방정식

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

반응물

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

시약

없음

용매

ClCCl
dichloromethane

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    농축concentrate it
  2. 2
    기타on the rotary evaporator four times
  3. 3
    workup.ADDITIONdilute with benzene
  4. 4
    농축concentrate again
  5. 5
    기타Dry the residue under vacuum

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07745438B2uspto-grants-2010_06