ChemicalBook CAS DataBase List 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethylisoxazole-3-carboxaMide

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethylisoxazole-3-carboxaMide synthesis

8synthesis methods

Product Name:5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethylisoxazole-3-carboxaMide
CAS Number:747414-21-7
Molecular formula:C29H30N2O4
Molecular Weight:470.56

747414-20-6 Synthesis

3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester

747414-20-6
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75-04-7
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5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethylisoxazole-3-carboxaMide

747414-21-7
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Yield:747414-21-7 91%

Reaction Conditions:

in ethanol at 80; for 1 h;

Steps:

12i

Step 12i: 5-(2,4-Bis(benzyloxy)-5-isopropylphenyl)-N-ethylisoxazole-3-carboxamide (Compound 0510) Compound 0509 (81.5 g, 0.17 mol) was added into a solution of ethylamine in ethanol (2.0 M, 865 mL, 1.73 mol). The mixture was heated to 80° C. for 1 h. The mixture was allowed to cool to room temperature to produce white solid and further cooled in an ice-water bath. The resulting precipitate was filtered and washed with cold ethanol, dried in vacuo to give desired product 0510 (74 g, 91%) as a pale white solid: LCMS: 471 [M+1]⁺. ¹H NMR (400 MHz, DMSO-d₆) δ 1.11 (t, J=7.2 Hz, 3H), 1.20 (d, J=6.8 Hz, 6H), 3.23-3.28 (m, 2H), 3.41-3.47 (m, 1H), 5.23-5.3 (m, 4H), 7.04 (s, 1H), 7.31-7.48 (m, 11H), 8.88 (t, J=5.4 Hz, 1H).

References:

US2009/76006,2009,A1 Location in patent:Page/Page column 32; 42

23504-03-2 Synthesis