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HRID 2078487生成日期:2026年10月23日

N,N’-1,2-乙烷基双[N-(羧甲基)-甘氨酸]三钠盐 → Racemic ethyl cis-3-acetoxymethyl-2,2-dimethylcyclopropanecarboxylate

https://huagongshe.com/zh-CN/reaction/2078487

反应方程式

参与物

角色名称HCID投料
反应物N,N’-1,2-乙烷基双[N-(羧甲基)-甘氨酸]三钠盐HCID 9008—
反应物重氮乙酸乙酯HCID 12192—
反应物梨醇酯HCID 14489—
反应物trans-BodyHCID 24978618—
催化剂Rhodium triphenyl acetateHCID 71464060—
溶剂乙酸乙酯HCID 8857—
产物Racemic ethyl cis-3-acetoxymethyl-2,2-dimethylcyclopropanecarboxylateHCID 67120924—

反应条件

温度50 °C

反应步骤

Rhodium triphenylacetate, 6.78 mg (0.01 mmol), was dissolved in 9.0 g of ethyl acetate, and 2.56 g (20.0 mmol) of 1-acetoxy-3-methyl-2-butene was added, then, the temperature thereof was raised to 50° C. Into this solution, a solution composed of 1.14 g (10.0 mmol) of ethyl diazoacetate and 3.6 g of ethyl acetate was dropped over a period of 2 hours, and the mixture was, thermally kept at the same temperature for 0.5 hours. To this solution was added an aqueous solution containing 0.5 mol of trisodium ethylenediaminetetraacetate per liter and the solution was mixed and separated, and a solution containing 1.82 g of ethyl 3-acetoxymethyl-2,2-dimethylcyclopropanecarboxylate was obtained (yield based on ethyl diazoacetate: 84.8%). The cis body/trans body ratio was 72/28.

来源与证据

DOI10.6084/m9.figshare.5104873.v1
专利号US07928253B2
来源数据集uspto-grants-2011_04
ORD IDord-d0790c9840c94fa5bdb44412e7d5bb07
来源说明uspto-grants-2011_04