2-甲基丙烷

05

反应 #3330724

openreactiondata ↗

反应式

相关文献 (1)

openreactiondata ↗doi:10.6084/m9.figshare.5104873.v1; patent:US09290467B2

反应条件: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In a 10 mL round-bottomed flask, (S)-2-(tert-butoxycarbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoate dicyclohexylammonium salt (300 mg, 604 μmol, Eq: 1.00) was combined with dry THF (2 mL) to give a white suspension. LiOH hydrate (38.4 mg, 905 μmol, Eq: 1.50) was added and the mixture was stirred for 30 min at 25° C. Then Me2SO4 (80.1 mg, 60.7 μL, 604 μmol, Eq: 1.00) was added. The reaction mixture was heated to 80° C. and stirred for 2 h. After that the mixture was stirred for 18 h at 50° C. The crude reaction mixture was concentrated in vacuo. The reaction mixture was poured into saturated aqueous NaHCO3 solution and extracted with AcOEt (2×). The organic layers were combined and washed with brine (1×). The organic layers were dried over Na2SO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 20 g, n-heptane/AcOEt 4/1, 3/1) to yield a colorless oil (132 mg; 66%). m/z=330.2 [M+H]+; 274.1 [M+H-tBu]+; 230.2 [M+H-Boc]+. to give a white suspension The reaction mixture was heated to 80° C. stirred for 2 h After that the mixture was stirred for 18 h at 50° C The crude reaction mixture was concentrated in vacuo The reaction mixture was poured into saturated aqueous NaHCO3 solution extracted with AcOEt (2×) washed with brine (1×) The organic layers were dried over Na2SO4 concentrated in vacuo The crude material was purified by flash chromatography (silica gel, 20 g, n-heptane/AcOEt 4/1, 3/1) to yield a colorless oil (132 mg; 66%)

来源 ID: ord-a08e45cbe89545aa971d8a50477f3ca7