(R)-(-)-Tetrahydrofurfurylamine → HCID 178441276, compound

HRID 1888705Notes

Reaction equation

HRID 1888705 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](O)=[O:19])[C:14]1([CH3:22])[CH3:21])=[O:12])[CH2:2][CH2:3][CH3:4].[O:28]1[CH2:32][CH2:31][CH2:30][C@@H:29]1[CH2:33][NH2:34]>>[CH2:1]([C:5]1=[CH:6][N:7]([C:24]([CH3:27])([CH3:25])[CH3:26])[S:8]/[C:9]/1=[N:10]\[C:11]([C@:13]1([CH3:23])[CH2:17][CH2:16][C@H:15]([C:18]([NH:34][CH2:33][C@H:29]2[CH2:30][CH2:31][CH2:32][O:28]2)=[O:19])[C:14]1([CH3:21])[CH3:22])=[O:12])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 2734124(R)-(-)-TetrahydrofurfurylamineHCID 178441278HCID 178441278, compound

Product 1

HCID 178441276HCID 178441276, compound

Procedure

The product from Example 173 and (R)-(tetrahydrofuran-2-yl)methanamine (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), 1.24 (s, 3H), 1.26-1.52 (m, 5H), 1.57 (s, 9H), 1.57-1.67 (m, 2H), 1.74-1.89 (m, 3H), 1.95-2.08 (m, 1H), 2.62-2.83 (m, 4H), 2.91-2.99 (m, 1H), 3.22-3.33 (m, 2H), 3.56-3.84 (m, 2H), 7.58-7.62 (m, 1H), 8.50 (s, 1H). (ESI+) m/z 478 (M+H)+. Anal. calcd. for C26H43N3O3S: C, 65.37; H, 9.07; N, 8.80. Found: C, 65.39; H, 8.91; N, 8.66.

Sources & evidence

ORD record
ord-a4d74fd65be74dd1addd6a43ee670b71
Source dataset
uspto-grants-2013_08
Patent number
US08501794B2

Reaction notes

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