2-Naphthalenecarboxaldehyde → (3S)-1-(Naphthalen-2-ylmethyl)-3-tert-butyloxycarbonylamino-pyrrolidine
Reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:13][CH2:12][NH:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][C:15]=1[CH:24]=O>>[CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][C:15]=1[CH2:24][N:11]1[CH2:12][CH2:13][C@H:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:10]1Participants
3
Procedure
This compound was obtained via the reductive amination method described in 49.2, by reaction of (S)-3-tert-butyloxycarbonylaminopyrrolidine with 2-naphthaldehyde. The residue is purified on a column of silica (eluent: from 100/0 to 90/10 (v/v) dichloromethane/methanol).
Workup
- customThis compound was obtained via the reductive amination method
- customThe residue is purified on a column of silica (eluent: from 100/0 to 90/10 (v/v) dichloromethane/methanol)