تفاعل #166125
ord-153638d15a6141748da34d70a7aeff25
معادلة التفاعل
(2S,4R,5R)-5-amino-2-benzhydryl-tetrahydropyran-4-ol
(2S,4R,5R)-5-Amino-2-benzhydryl-tetrahydro-pyran-4-ol
1H-indol-5-carbaldehyde
acetic acid
NaCNBH3
(2S)-2-benzhydryl-3,6-dihydro-2H-pyran
→
(2S,4R,5R)-2-benzhydryl-5-[(1H-indol-5-ylmethyl)-amino]-tetrahydropyran-4-ol
المتفاعلات
الكواشف
لا شيء
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
الإجراء التجريبي
(2S,4R,5R)-5-amino-2-benzhydryl-tetrahydropyran-4-ol 31a (0.03 g, 0.11 mmol) was reacted with 1H-indol-5-carbaldehyde (0.02 g, 0.11 mmol), glacial acetic acid (0.01 g, 0.11 mmol), and NaCNBH3 (0.01 g, 0.21 mmol) (Procedure C) to give (2S,4R,5R)-2-benzhydryl-5-[(1H-indol-5-ylmethyl)-amino]-tetrahydropyran-4-ol, (−)32b, 0.04 g (92%, [α]D=(−)69.90, c=1, Acetone).