تفاعل #166127
ord-582013b47a1a447982fb921ccb72bb79
معادلة التفاعل
(2R,4S,5S)-5-amino-2-benzhydryl-tetrahydropyran-4-ol
(2R,4S,5S)-5-Amino-2-benzhydryl-tetrahydro-pyran-4-ol
1H-indol-5-carbaldehyde
acetic acid
NaCNBH3
(2S)-2-benzhydryl-3,6-dihydro-2H-pyran
→
(2R,4S,5S)-2-benzhydryl-5-[(1H-indol-5-ylmethyl)-amino]-tetrahydropyran-4-ol
المتفاعلات
الكواشف
لا شيء
المذيبات
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
الإجراء التجريبي
(2R,4S,5S)-5-amino-2-benzhydryl-tetrahydropyran-4-ol 31b (0.05 g, 0.18 mmol) was reacted with 1H-indol-5-carbaldehyde (0.03 g, 0.18 mmol), glacial acetic acid (0.01 g, 0.18 mmol) and NaCNBH3 (0.02 g, 0.35 mmol) (Procedure C) to give (2R,4S,5S)-2-benzhydryl-5-[(1H-indol-5-ylmethyl)-amino]-tetrahydropyran-4-ol, (+)32b, 0.05 g (69%, [α]D=(+)70.9, c=1, Acetone).