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HRID1639989

反应详情

EQUATION

反应方程式

HRID 1639989 的结构方程式

REACTANTS

反应物

5
结构：CC(C)(C)O
HCID6386

tert-Butyl alcohol

C4H10O

结构：O=C([O-])[O-].[K+].[K+]
HCID11430

Potassium Carbonate

CK2O3

结构：Cc1ccc(I)c(Cl)c1
HCID2757618

3-Chloro-4-iodotoluene

C7H6ClI

结构：O[C@H]1CCCC[C@@H]1O
HCID7057110

未命名化合物

结构：O=C1N([C@H]2CC[C@H](O)CC2)CC[C@]12CCCNC2
HCID178517864

未命名化合物

PRODUCTS

生成物

1
结构：Cc1ccc(N2CCC[C@]3(CCN([C@H]4CC[C@H](O)CC4)C3=O)C2)c(Cl)c1
HCID178426226

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：[Cu][I]
催化剂HCID24350

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

CuI

CONDITIONS

反应条件

温度
100 °C

PROCEDURE

实验过程

A mixture of (5S)-2-(trans-4-hydroxycyclohexyl)-2,7-diazaspiro[4.5]decan-1-one (20 mg, 0.00007 mol) which was prepared using procedures analogous to those described in the synthesis of example 472-a and followed by standard hydrogenation to remove the carbobenzyloxy (Cbz) protecting group and 2-chloro-1-iodo-4-methylbenzene (22.7 mg, 0.0000831 mol), potassium carbonate (20.1 mg, 0.000145 mol), copper(I) iodide (0.6 mg, 0.000003 mol), and (1S,2S)-cyclohexane-1,2-diol (16.1 mg, 0.000138 mol) in tert-butyl alcohol (1.0 mL, 0.010 mol) was heated at 100° C. for 18 h. The crude product was purified by prep-HPLC to afford the desired product. LC-MS: 377.1 (M+H)+.

WORKUP

后处理

  1. customwas prepared
  2. customthose described in the synthesis of example 472-a
  3. customThe crude product was purified by prep-HPLC