2-Naphthalenecarboxaldehyde → (3R)-1-(Naphthalen-2-ylmethyl)-3-tert-butyloxycarbonylaminopyrrolidine

HRID 30065

Reaction equation

HRID 30065 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]1

Participants

3

Reactant 2

HCID 62012-NaphthalenecarboxaldehydeHCID 1514397(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine

Product 1

HCID 69215056(3R)-1-(Naphthalen-2-ylmethyl)-3-tert-butyloxycarbonylaminopyrrolidine

Procedure

This compound was prepared via the reductive amination method described in 49.2, by reaction of (R)-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

  1. customThis compound was prepared via the reductive amination method
  2. customThe residue is purified on a column of silica (eluent: from 100/0 to 90/10 (v/v) dichloromethane/methanol)

Sources & evidence

ORD record
ord-a313387baa2843c19b9ac2231bc6885f
Source dataset
uspto-grants-2008_09
Patent number
US07423030B2

Linked notes

Loading…