3-Hydroxyazetidine hydrochloride → HCID 178441267, compound

HRID 1888689Notes

Reaction equation

HRID 1888689 reaction equation
[CH2:1]([C:5]1=[CH:6][N:7]([C:24]([CH3:27])([CH3:26])[CH3:25])[S:8]/[C:9]/1=[N:10]\[C:11]([C@:13]1([CH3:23])[CH2:17][CH2:16][C@H:15]([C:18]([OH:20])=O)[C:14]1([CH3:22])[CH3:21])=[O:12])[CH2:2][CH2:3][CH3:4].Cl.[OH:29][CH:30]1[CH2:33][NH:32][CH2:31]1>>[CH2:1]([C:5]1=[CH:6][N:7]([C:24]([CH3:27])([CH3:26])[CH3:25])[S:8]/[C:9]/1=[N:10]\[C:11]([C@:13]1([CH3:23])[CH2:17][CH2:16][C@H:15]([C:18]([N:32]2[CH2:33][CH:30]([OH:29])[CH2:31]2)=[O:20])[C:14]1([CH3:22])[CH3:21])=[O:12])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 27592903-Hydroxyazetidine hydrochlorideHCID 178441278HCID 178441278, compound

Product 1

HCID 178441267HCID 178441267, compound

Procedure

The product from Example 173 and 3-hydroxyazetidine hydrochloride (Oakwood) were processed using the method described in Example 178 to afford the title compound. 1H NMR δ 0.49-0.50 (m, 3H), 0.90 (t, J=7.2 Hz, 3H), 1.22 (s, 6H), 1.24-1.46 (m, 3H), 1.56 (s, 9H), 1.56-1.67 (m, 3H), 1.90-2.03 (m, 1H), 2.62-2.67 (m, 2H), 2.71-2.86 (m, 2H), 3.50-3.61 (m, 1H), 4.23-4.45 (m, 1H), 4.41 (br s, 1H), 3.83-4.09 (m, 2H), 3.50-3.61 (m, 1H), 8.50 (s, 1H). MS (ESI+) m/z 450 (M+H)+.

Sources & evidence

ORD record
ord-d0603206eabb424ea5170fff087a976d
Source dataset
uspto-grants-2013_08
Patent number
US08501794B2

Reaction notes

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