反応 #48750

ord-915a0a8e6e79446a8758cc829ccf91e4

反応方程式

CC(C)(C)OC(=O)N1CC(O)OC[C@@H]1[C@@H](OCc1ccccc1)[C@H](Cc1cc(F)cc(OCc2ccccc2)c1)N(Cc1ccccc1)Cc1ccccc1
(5R)-5-[(1S,2S)-1-Benzyloxy-3-(3-benzyloxy-5-fluoro-phenyl)-2-dibenzylamino-propyl]-2-hydroxy-morpholine-4-carboxylic acid tert-butyl ester
CC(CF)(CF)OS(=O)(=O)C(F)(F)F
trifluoromethanesulfonic acid 2-fluoro-1-fluoromethyl-1-methyl-ethyl ester
→
CC(C)(C)OC(=O)N1C[C@@H](OC(C)(CF)CF)OC[C@@H]1[C@@H](O)[C@@H](N)Cc1cc(O)cc(F)c1
desired compound
CC(C)(C)OC(=O)N1C[C@@H](OC(C)(CF)CF)OC[C@@H]1[C@@H](O)[C@@H](N)Cc1cc(O)cc(F)c1
(2R,5R)-5-[(1S,2S)-2-amino-3-(3-fluoro-5-hydroxy-phenyl)-1-hydroxy-propyl]-2-(2-fluoro-1-fluoromethyl-1-methyl-ethoxy)-morpholine-4-carboxylic acid tert-butyl ester

反応物

CC(C)(C)OC(=O)N1CC(O)OC[C@@H]1[C@@H](OCc1ccccc1)[C@H](Cc1cc(F)cc(OCc2ccccc2)c1)N(Cc1ccccc1)Cc1ccccc1
(5R)-5-[(1S,2S)-1-Benzyloxy-3-(3-benzyloxy-5-fluoro-phenyl)-2-dibenzylamino-propyl]-2-hydroxy-morpholine-4-carboxylic acid tert-butyl ester
CC(CF)(CF)OS(=O)(=O)C(F)(F)F
trifluoromethanesulfonic acid 2-fluoro-1-fluoromethyl-1-methyl-ethyl ester

試薬

なし

反応条件

詳細条件
See reaction.notes.procedure_details.

実験手順

Beginning with (5R)-5-[(1S,2S)-1-Benzyloxy-3-(3-benzyloxy-5-fluoro-phenyl)-2-dibenzylamino-propyl]-2-hydroxy-morpholine-4-carboxylic acid tert-butyl ester and trifluoromethanesulfonic acid 2-fluoro-1-fluoromethyl-1-methyl-ethyl ester, the desired compound may be prepared essentially as described in Preparation 306.

出典

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