(2S)-2-Amino-3,3-dimethyl-1-butanol → HCID 60168357, compound

HRID 1623972Notes

Reaction equation

HRID 1623972 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[N:7]1[C:14]2[C@@H:13]3[CH2:15][C@@H:12]3[CH2:11][C:10]=2[C:9]([C:16]([OH:18])=O)=[N:8]1.[NH2:19][C@@H:20]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH2:21][OH:22]>>[OH:22][CH2:21][C@@H:20]([NH:19][C:16]([C:9]1[C:10]2[CH2:11][C@H:12]3[CH2:15][C@H:13]3[C:14]=2[N:7]([C:2]2[CH:3]=[N:4][CH:5]=[CH:6][N:1]=2)[N:8]=1)=[O:18])[C:23]([CH3:26])([CH3:25])[CH3:24]

Participants

3

Reactant 2

HCID 2734079(2S)-2-Amino-3,3-dimethyl-1-butanolHCID 68182505HCID 68182505, compound

Product 1

HCID 60168357HCID 60168357, compound

Procedure

The title compound was prepared as described in Method G using Intermediate 2 and (S)-2-amino-3,3-dimethylbutan-1-ol. LCMS m/z=342.3 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ ppm 0.41 (td, J=4.4 and 3.3 Hz, 1H), 0.93 (s, 9H), 1.23-1.28 (m, 1H), 2.25-2.34 (m, 1H), 2.69-2.74 (m, 1H), 2.75 (d, J=16.0 Hz, 1H), 2.90 (dd, J=16.2 and 6.4 Hz, 1H), 3.50-3.58 (m, 1H), 3.62-3.67 (m, 1H), 3.76-3.82 (m, 1H), 4.52 (t, J=5.0 Hz, 1H), 7.54 (d, J=9.8 Hz, 1H), 8.58 (dd, J=2.5 and 1.5 Hz, 1H), 8.64 (d, J=2.6 Hz, 1H), 9.39 (d, J=1.4 Hz, 1H).

Sources & evidence

ORD record
ord-105766c7be63459f9fccacfd0d04bd5e
Source dataset
uspto-grants-2014_07
Patent number
US08778950B2

Reaction notes

Loading…