4,4-DIFLUORO-N-((1S)-3-HYDROXY-1-PHENYLPROPYL)CYCLOHEXANE-1-CARBOXAMIDE synthesis
- Product Name:4,4-DIFLUORO-N-((1S)-3-HYDROXY-1-PHENYLPROPYL)CYCLOHEXANE-1-CARBOXAMIDE
- CAS Number:376348-77-5
- Molecular formula:C16H21F2NO2
- Molecular Weight:297.34
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Yield:-
Reaction Conditions:
with N-ethyl-N,N-diisopropylamine;HATU in N,N-dimethyl-formamide at 18 - 25; for 144 h;
Steps:
G.1
Method G; Preparation of 4,4-difluoro-A^-[(15)-3-oxo-1 -phenylpropyljcyclohexanecarboxamide; Step 1: Preparation of 4,4-difluoro-Af-[(l'S)-3-hydroxy-l-phenylpropyl]cyclohexanecarboxamide; To a mixture of 4,4'-difluorocyclohexylcarboxylic acid (2.83g) and HATU (6.56g) indimethyl formamide (15ml) was added (S)-3-amino-3-phenylpropanol (2.37g) anddiisopropyl ethylamine (6.83ml). The mixture was allowed to stir at room temperature for 6days. The reaction mixture was poured into water (600ml) and extracted with ethyl acetate(2x200ml). The organics were washed with IN NaOH (200ml), brine (200ml), dried (MgSO4)and concentrated. The residue was purified by silica chromatography eluting with diethylether / iso-hexane to give the sub-title compound as a white solid. Yield 2.81g. NMR (d6DMSO): 1.66 (bm, 8H), 2.0 (m, 2H), 2.3 (m, 1H), 3.3 (m, 2H), 4.45 (t, 1H), 4.9 (m, 1H), 7.2(m, 5H), 8.2 (m, 1H).
References:
WO2006/1752,2006,A1 Location in patent:Page/Page column 70
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376348-75-3
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376348-77-5
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122665-97-8
286 suppliers
$18.00/250mg
376348-77-5
20 suppliers
inquiry