3-Amino-1-propanol → HCID 178441275, compound

HRID 1888704Notes

Reaction equation

HRID 1888704 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].[CH2:28]([CH2:31][OH:32])[CH2:29][NH2:30]>>[CH2:1]([C:5]1=[CH:6][N:7]([C:24]([CH3:25])([CH3:26])[CH3:27])[S:8]/[C:9]/1=[N:10]\[C:11]([C@:13]1([CH3:23])[CH2:17][CH2:16][C@H:15]([C:18]([NH:30][CH2:29][CH2:28][CH2:31][OH:32])=[O:20])[C:14]1([CH3:21])[CH3:22])=[O:12])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 90863-Amino-1-propanolHCID 178441278HCID 178441278, compound

Product 1

HCID 178441275HCID 178441275, compound

Procedure

The product from Example 173 and propanolamine (Aldrich) were processed using the method described in Example 178 to afford the title compound. 1H NMR (DMSO-d6) δ 0.48 (s, 3H), 0.90 (t, J=7.3 Hz, 3H), 1.19 (s, 3H), 1.23 (s, 3H), 1.26-1.45 (m, 3H), 1.49-1.57 (m, 2H), 1.57 (s, 9H), 1.57-1.67 (m, 3H), 1.96-2.08 (m, 1H), 2.62-2.68 (m, 3H), 2.72-2.83 (m, 1H), 2.95-3.06 (m, 1H), 3.13-3.26 (m, 1H), 3.37-3.43 (m, 2H), 4.42 (t, J=5.3 Hz, 1H), 7.56 (t, J=5.7 Hz, 1H), 8.50 (s, 1H). (ESI+) m/z 452 (M+H)+. Anal. calcd. for C24H41N3O3S: C, 63.82; H, 9.15; N, 9.30. Found: C, 63.12; H, 8.91; N, 9.25.

Sources & evidence

ORD record
ord-65d259b7379d4cf8b34200aa76a24cf7
Source dataset
uspto-grants-2013_08
Patent number
US08501794B2

Reaction notes

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