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HRID2355351

反应详情

EQUATION

反应方程式

HRID 2355351 的结构方程式

REACTANTS

反应物

3
结构：CCN(CC)CC
HCID8471

Triethylamine

C6H15N

结构：COCCCO[C@@H](c1ccccc1)[C@@H]1CCCN(C(=O)Cl)C1
HCID59382894

未命名化合物

结构：C[Si](C)(C)CCOC(=O)NC[C@@H](N)CC1CCCCC1
HCID59382944

未命名化合物

PRODUCTS

生成物

1
结构：COCCCO[C@@H](c1ccccc1)[C@@H]1CCCN(C(=O)N[C@H](CNC(=O)OCC[Si](C)(C)C)CC2CCCCC2)C1
HCID86626192

未命名化合物

收率 79%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

Crude (R)-3-((R)-(3-methoxypropoxy)(phenyl)methyl)piperidine-1-carbonyl chloride (60 mg, 0.184 mmol), 2-(trimethylsilyl)ethyl (S)-2-amino-3-cyclohexylpropylcarbamate (69 mg, 0.23 mmol, 1.25 equiv) and triethylamine (64 μL, 0.46 mmol, 2.5 equiv) were combined in CH2Cl2 (1 mL) at rt and left on the shaker overnight. After concentration, the product was isolated by prep HPLC to afford 2-(trimethylsilyl)ethyl (S)-2-((R)-3-((R)-(3-methoxypropoxy)-(phenyl)methyl)piperidine-1-carboxamido)-3-cyclohexyl-propylcarbamate (85.3 mg, 79%). LC-MS (3 min) tR=2.44 min, m/z 590 (M+1).

WORKUP

后处理

  1. concentrationAfter concentration
  2. customthe product was isolated by prep HPLC