4-Aminobenzyl alcohol → (R)-Quinuclidin-3-yl ((S)-(3-(2-((4-(hydroxymethyl)phenyl)amino)-2-oxoethoxy)phenyl)(phenyl)methyl)carbamate

HRID 2205716Notes

Reaction equation

HRID 2205716 reaction equation
[C:1]1([C@H:7]([NH:19][C:20]([O:22][C@@H:23]2[CH:28]3[CH2:29][CH2:30][N:25]([CH2:26][CH2:27]3)[CH2:24]2)=[O:21])[C:8]2[CH:9]=[C:10]([CH:16]=[CH:17][CH:18]=2)[O:11][CH2:12][C:13](O)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:31][C:32]1[CH:39]=[CH:38][C:35]([CH2:36][OH:37])=[CH:34][CH:33]=1>>[OH:37][CH2:36][C:35]1[CH:38]=[CH:39][C:32]([NH:31][C:13](=[O:14])[CH2:12][O:11][C:10]2[CH:9]=[C:8]([C@@H:7]([NH:19][C:20](=[O:21])[O:22][C@@H:23]3[CH:28]4[CH2:29][CH2:30][N:25]([CH2:26][CH2:27]4)[CH2:24]3)[C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH:18]=[CH:17][CH:16]=2)=[CH:33][CH:34]=1

Participants

3

Reactant 2

HCID 693314-Aminobenzyl alcoholHCID 901981392-(3-((S)-phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)-methyl)phenoxy)acetic acid

Product 1

HCID 90204880(R)-Quinuclidin-3-yl ((S)-(3-(2-((4-(hydroxymethyl)phenyl)amino)-2-oxoethoxy)phenyl)(phenyl)methyl)carbamate

Procedure

The title compound was prepared as described in Example 1 Step 10 with 2-(3-((S)-phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)methyl)phenoxy)acetic acid replacing 4-((3-((S)-phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)methyl) phenoxy)methyl)benzoic acid and 4-aminobenzyl alcohol replacing 4-(2-hydroxyethoxy)-3-methylbenzaldehyde.

Sources & evidence

ORD record
ord-12707c5fe1a4495cb31c42029f845b82
Source dataset
uspto-grants-2016_06
Patent number
US09371318B2

Reaction notes

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