HCID 11991809, compound → HCID 11991892, compound

HRID 2386181Notes

Reaction equation

HRID 2386181 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([C:15]2[O:16][C:17]([C:20]([O:22]C)=[O:21])=[CH:18][N:19]=2)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CCOC(C)=O>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([C:15]2[O:16][C:17]([C:20]([OH:22])=[O:21])=[CH:18][N:19]=2)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 11991809HCID 11991809, compound

Product 1

HCID 11991892HCID 11991892, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared from methyl 2-(7-phenylheptanoyl)oxazole-5-carboxylate (71 mg, 0.225 mmol) following General Procedure E. Flash chromatography (EtOAc-2% AcOH/EtOAc) yielded the title compound as a white solid (60 mg, 88%): 1H NMR (CD3OD, 600 MHz) δ 7.62 (s, 1H), 7.22-7.19 (m, 2H), 7.14-7.09 (m, 3H), 3.04 (t, 2H, J=7.5 Hz), 2.58 (t, 2H, J=7.5 Hz), 1.71-1.68 (m, 2H), 1.62-1.59 (m, 2H), 1.41-1.32 (m, 4H); 13C NMR (CD3OD, 150 MHz) δ 189.0, 159.4, 159.4, 143.3, 143.3, 134.6, 128.9, 128.7, 126.1, 39.6, 36.3, 32.0, 29.5, 29.4, 23.9; MALDI-FTMS m/z 302.1382 (M+H+, C17H20NO4, requires 302.1387).

Sources & evidence

ORD record
ord-cef5cba83b574a63b05cede852181a01
Source dataset
uspto-grants-2012_09
Patent number
US08268817B2

Reaction notes

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