HCID 21919737, compound → HCID 87582908, compound

HRID 1783750Notes

Reaction equation

HRID 1783750 reaction equation
[NH2:1][C@@H:2]([CH2:8][C:9]1[CH:14]=[C:13]([O:15][CH3:16])[C:12]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:11]([O:23][CH3:24])[CH:10]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[OH:25][C:26]1[C:29]([CH3:31])([CH3:30])[C:28](=O)[CH:27]=1>C(Cl)Cl>[CH3:30][C:29]1([CH3:31])[C:28]([NH:1][C@@H:2]([CH2:8][C:9]2[CH:10]=[C:11]([O:23][CH3:24])[C:12]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[C:13]([O:15][CH3:16])[CH:14]=2)[C:3]([O:5][CH2:6][CH3:7])=[O:4])=[CH:27][C:26]1=[O:25]

Participants

4

Reactant 2

HCID 21919737HCID 21919737, compoundHCID 68808196HCID 68808196, compound

Product 1

HCID 87582908HCID 87582908, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared in a similar manner to that of the compound of Example 41 from ethyl(2S)-2-amino-3-(2,6-dimethoxy[1,1′-biphenyl]-4-yl)propanoate (1.5 g, 4.5 mol), and 3-hydroxy-4,4-dimethyl-2-cyclobutenone (0.5 g, 4.5 mmol) in DCM (15 ml) as a white foam (1.8 g, 93%). δH (300 MHz, DMSO d6) 8.68 (1H, d, J 8.6 Hz), 7.22-7.37 (3H, m), 7.18 (2H, d, J 8.3 Hz), 6.78 (2H, d, J 8.4 Hz), 4.46 (1H, s), 4.32 (1H, m), 4.21 (2H, q, J 7.1 Hz), 3.69 (6H, s), 3.24 (1H, dd, J 13.8, 5.9 Hz), 3.09 (1H, dd, J 13.8, 9.1 Hz), 1.24 (3H, t, J 7.1 Hz), 1.16 (3H, s), 1.08 (3H, s); m/z (ES+, 70V) 424 (MH+).

Sources & evidence

ORD record
ord-99561aa460fb457586889e44f3f7103f
Source dataset
uspto-grants-2009_03
Patent number
US07501437B2

Reaction notes

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