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ChemicalBook CAS DataBase List 4,5-DEHYDRO-LEUCINE

4,5-DEHYDRO-LEUCINE synthesis

7synthesis methods
-

Yield:87392-13-0 93%

Reaction Conditions:

with hydrogenchloride in 1,4-dioxane;isopropyl alcohol at 20; for 1 h;

Steps:

4.3.9 (S)-2-Amino-4-methylpent-4-enoic acid ent-10f

General procedure: A mixture of 7f (38.7 mg, 0.166 mmol) in HCl in dioxane (4 mol/L)/2-propanol (1:2, 5.0 mL) was stirred for 1 h at room temperature. After the reaction mixture was concentrated in vacuo, the residue was purified over DOWEX 50 W × 4 (100-200 mesh, H+ activated, 0.78 g). H2O followed by 2.8% NH3 aq eluted 10f (19.5 mg, 91%).

References:

Sugiyama, Shigeo;Imai, Saori;Ishii, Keitaro [Tetrahedron Asymmetry,2013,vol. 24,# 18,p. 1069 - 1074]

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