تفاعل #166127

ord-582013b47a1a447982fb921ccb72bb79

معادلة التفاعل

N[C@H]1CO[C@@H](C(c2ccccc2)c2ccccc2)C[C@@H]1O
(2R,4S,5S)-5-amino-2-benzhydryl-tetrahydropyran-4-ol
N[C@H]1CO[C@@H](C(c2ccccc2)c2ccccc2)C[C@@H]1O
(2R,4S,5S)-5-Amino-2-benzhydryl-tetrahydro-pyran-4-ol
O=Cc1ccc2[nH]ccc2c1
1H-indol-5-carbaldehyde
CC(=O)O
acetic acid
C1=CC[C@@H](C(c2ccccc2)c2ccccc2)OC1
NaCNBH3
C1=CC[C@@H](C(c2ccccc2)c2ccccc2)OC1
(2S)-2-benzhydryl-3,6-dihydro-2H-pyran
O[C@H]1C[C@H](C(c2ccccc2)c2ccccc2)OC[C@@H]1NCc1ccc2[nH]ccc2c1
(2R,4S,5S)-2-benzhydryl-5-[(1H-indol-5-ylmethyl)-amino]-tetrahydropyran-4-ol

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08841464B2uspto-grants-2014_09