تفاعل #58583
ord-767ee72b508949e0b1fe683c50924b03
معادلة التفاعل
( 3 )
3-(2(R)-cyclopentylmethyl-3(S)-hydroxyl-5-phenyl-1-oxopentyl)-4(R)-(phenylmethyl)-2-oxazolidinone
3-(3,5-difluorophenyl)propanal
( 2 )
2(R)-cyclopropylmethyl-5-(3,5-difluorophenyl)-3-(S)-hydroxypentanoic acid (2-oxo-1-(3-phenoxybenzyl)azapan-3-(S)-yl)amide
trans-3,5-difluorocinnamic acid
( 1 )
(R)-4-(phenylmethyl)-2-oxazolidinone
3-(3,5-difluorophenyl)propionic acid
→
المتفاعلات
—
Weinreb amide
( 3 )
3-(2(R)-cyclopentylmethyl-3(S)-hydroxyl-5-phenyl-1-oxopentyl)-4(R)-(phenylmethyl)-2-oxazolidinone
3-(3,5-difluorophenyl)propanal
—
aldehyde
( 2 )
2(R)-cyclopropylmethyl-5-(3,5-difluorophenyl)-3-(S)-hydroxypentanoic acid (2-oxo-1-(3-phenoxybenzyl)azapan-3-(S)-yl)amide
trans-3,5-difluorocinnamic acid
( 1 )
(R)-4-(phenylmethyl)-2-oxazolidinone
3-(3,5-difluorophenyl)propionic acid
الكواشف
لا شيء
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
الإجراء التجريبي
The 3-(3,5-difluorophenyl)propanal used in the aldol reaction was prepared from trans-3,5-difluorocinnamic acid by: (1) hydrogenation to 3-(3,5-difluorophenyl)propionic acid (L. Kruse et al J. Med. Chem. 1987, 30, 486-494); (2) formation of Weinreb amide (M. Braun Synthesis 1989, 856); and (3) reduction to aldehyde (D. A. Evans J. Org. Chem. 1993, 58, 2446-2453).