反应 #48616

ord-e0288f93b5b84803856ffcecac1c817a

反应方程式

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

反应物

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

试剂

无

溶剂

ClCCl
dichloromethane

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    浓缩concentrate it
  2. 2
    其他on the rotary evaporator four times
  3. 3
    workup.ADDITIONdilute with benzene
  4. 4
    浓缩concentrate again
  5. 5
    其他Dry the residue under vacuum

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07745438B2uspto-grants-2010_06