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

HRID 877339Notes

Reaction equation

HRID 877339 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]([OH:15])=O)[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>>[N:25]12[CH2:26][CH2:27][CH:28]([CH2:29][CH2:30]1)[C@@H:23]([O:22][C:20](=[O:21])[NH:19][C@H:7]([C:8]1[CH:18]=[CH:17][CH:16]=[C:10]([O:11][CH2:12][C:13]([NH:31][C:32]3[CH:39]=[CH:38][C:35]([CH2:36][OH:37])=[CH:34][CH:33]=3)=[O:15])[CH:9]=1)[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[CH2:24]2

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-d8a88082c3b24b1ca1749d2e2448b4bd
Source dataset
uspto-grants-2015_03
Patent number
US08987299B2

Reaction notes

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