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HRID870872

反应详情

EQUATION

反应方程式

HRID 870872 的结构方程式

REACTANTS

反应物

2
结构：COC(OC)N(C)C
HCID78373

Methanamine, 1,1-dimethoxy-N,N-dimethyl-

C5H13NO2

结构：CC(C)(C)OC(=O)N1C[C@H](N(OCc2ccccc2)S(=O)(=O)c2ccccc2[N+](=O)[O-])CC[C@H]1C(N)=S
HCID86701414

未命名化合物

PRODUCTS

生成物

1
结构：CN(C)/C=N/C(=S)[C@@H]1CC[C@@H](N(OCc2ccccc2)S(=O)(=O)c2ccccc2[N+](=O)[O-])CN1C(=O)OC(C)(C)C
HCID178484363

未命名化合物

收率 72%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：C1COCCO1
溶剂HCID31275

1,4-Dioxane

C4H8O2

CONDITIONS

反应条件

温度
45 °C

PROCEDURE

实验过程

A mixture of (2S,5R)-tert-butyl 5-(N-(benzyloxy)-2-nitrophenylsulfonamido)-2-carbamothioylpiperidine-1-carboxylate (1.65 g, 3 mmol) and 1,1-dimethoxy-N,N-dimethylmethanamine (1.08 g, 9.0 mmol) in dry dioxane (20 mL) was stirred at 45° C. overnight. The reaction mixture was concentrated under vacuum and the residue was purified by silica gel column chromatography (1:1 petroleum ether/EtOAc) to give (2S,5R)-tert-butyl 5-(N-(benzyloxy)-2-nitrophenylsulfonamido)-2-((E)-(dimethylamino)methylenecarbamothioyl)piperidine-1-carboxylate (1.3 g, 72%) as a yellow solid. ESI-MS (EI+, m/z): 606 [M+H]+.

WORKUP

后处理

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. customthe residue was purified by silica gel column chromatography (1:1 petroleum ether/EtOAc)