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HRID921116

反应详情

EQUATION

反应方程式

HRID 921116 的结构方程式

REACTANTS

反应物

1
结构：C=CCOC1(C)CCN(c2c([C@H](OC(C)(C)C)C(=O)OCC)c(C)nc3cc(COCc4cc(F)ccc4O[C@@H](C)CC=C)nn23)CC1
HCID118318797

未命名化合物

PRODUCTS

生成物

1
结构：CCOC(=O)[C@@H](OC(C)(C)C)c1c(C)nc2cc3nn2c1N1CCC(C)(CC1)OC/C=C\C[C@H](C)Oc1ccc(F)cc1COC3
HCID118318798

未命名化合物

收率 32.5%

AUXILIARIES

试剂、催化剂与溶剂

3
结构：[Cu][I]
催化剂HCID24350

Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)

CuI

结构：Cc1cc(C)c(N2CCN(c3c(C)cc(C)cc3C)[C]2=[Ru]([Cl])([Cl])=[CH]c2ccccc2OC(C)C)c(C)c1
催化剂HCID11763533

[1,3-Bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene](dichloro)({2-[(propan-2-yl)oxy]phenyl}methylidene)ruthenium

C31H38Cl2N2ORu

结构：ClCCCl
溶剂HCID11

1,2-Dichloroethane

C2H4Cl2

CONDITIONS

反应条件

温度
90 °C

PROCEDURE

实验过程

To a solution of (S)-ethyl 2-(7-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(((5-fluoro-2-((S)-pent-4-en-2-yloxy)benzyl)oxy)methyl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate (0.1481 g, 0.222 mmol) in DCE (500 mL) were added (1,3-dimesitylimidazolidin-2-ylidene)(2-isopropoxybenzylidene)ruthenium(VI) chloride (0.035 g, 0.056 mmol) and copper(I) iodide (0.042 g, 0.222 mmol) and the resulting solution was stirred at 90° C. for 3 h. The mixture was cooled to rt and concentrated. The residue was purified by flash chromatography (Biotage; 0%-100% EtOAc/hexane; 20 CV) to give ethyl (2S)-2-(tert-butoxy)-2-[(20S,22Z)-15-fluoro-4,20,26-trimethyl-11,19,25-trioxa-1,5,7,8-tetraazapentacyclo[24.2.2.16,9.02,7.013,18]hentriaconta-2,4,6(31),8,13(18),14,16,22-octaen-3-yl]acetate: (0.0461 g, 0.072 mmol, 32.5% yield) as a pale brown foam. LCMS (M+H) calcd for C35H48FN4O6: 639.35. found: 639.5.

WORKUP

后处理

  1. temperatureThe mixture was cooled to rt
  2. concentrationconcentrated
  3. customThe residue was purified by flash chromatography (Biotage; 0%-100% EtOAc/hexane; 20 CV)