HCID 59200356, compound → HCID 59200454, compound
Reaction equation
[NH2:1][CH2:2][C@:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([OH:7])[CH2:4][CH2:5][CH3:6].C1([C@](O)(CCC)CN[C@H](C2C=CC=CC=2)C)C=CC=CC=1>>[NH2:1][CH2:2][C@@:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([OH:7])[CH2:4][CH2:5][CH3:6]Participants
3
Procedure
Following the same procedure used for the preparation of (S)-1-amino-2-phenylpentan-2-ol, (2R)-2-phenyl-1-{[(1S)-1-phenylethyl]amino}pentan-2-ol (1.364 g, 4.81 mmol) afforded the desired product (0.768 g, 89%) as an oil: 1H NMR (400 MHz, CDCl3) δ ppm 7.36-7.41 (2H, m), 7.33 (2H, t, J=7.71 Hz), 7.18-7.24 (1H, m), 3.11 (1H, d, J=12.38 Hz), 2.84 (1H, d, J=12.38 Hz), 2.39 (3H, s), 1.64-1.74 (2H, m), 1.28-1.40 (1H, m), 0.97-1.08 (1H, m), 0.82 (3H, t, J=7.33 Hz); [α]D20° C.=−8.9° (c=1, EtOH).
Sources & evidence
- ORD record
- ord-b934508d4c154fca8ba1f5ff4b530fb9
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08148400B2
Reaction notes
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