HCID 21919702, compound → HCID 86586423, compound

HRID 1783749Notes

Reaction equation

HRID 1783749 reaction equation
[NH2:1][C@@H:2]([CH2:7][C:8]1[CH:13]=[C:12]([O:14][CH3:15])[C:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:10]([O:22][CH3:23])[CH:9]=1)[C:3]([O:5][CH3:6])=[O:4].[C:24]1(=O)[C:27]2([CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)[C:26](=[O:33])[CH2:25]1>C(Cl)Cl>[O:33]=[C:26]1[C:27]2([CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)[C:24]([NH:1][C@@H:2]([CH2:7][C:8]2[CH:9]=[C:10]([O:22][CH3:23])[C:11]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:12]([O:14][CH3:15])[CH:13]=2)[C:3]([O:5][CH3:6])=[O:4])=[CH:25]1

Participants

4

Reactant 2

HCID 21919702HCID 21919702, compoundHCID 68807255HCID 68807255, compound

Product 1

HCID 86586423HCID 86586423, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using a similar procedure to that for the preparation the compound of Example 38 from methyl(2S)-2-amino-3-(2,6-dimethoxy[1,1′-biphenyl]-4-yl)propanoate (2.0 g, 6.3 mmol) and 7-oxaspiro[3.5]nonane-1,3-dione (1.1 g, 1.1 eq) in DCM (30 ml) was prepared the title compound as a white foam (2.4 g, 86%). δH (300 MHz, DMSO d6) 8.53 (1H, d, J 8.7 Hz), 7.20-7.30 (3H, m), 7.08 (2H, d, J 8.1 Hz), 6.70 (2H, d, J 8.5 Hz), 4.44 (1H, s), 4.30 (1H, m), 3.72 (3H, s), 3.61 (6H, s), 3.22 (1H, dd, J 13.7, 5.0 Hz), 2.98 (1H, dd, J 13.8, 10.1 Hz), 1.74-1.99 (2H, m), 1.48 (1H, d, J 13.6 Hz), 1.31 (1H, d, J 13.0 Hz); m/z (ES+, 70V) 439 (MH+).

Sources & evidence

ORD record
ord-fe87a3f2303146a9bbce8cc5f0dca776
Source dataset
uspto-grants-2009_03
Patent number
US07501437B2

Reaction notes

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