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Method for synthesizing tert-butyl 1-oxo-2, 8-diazaspiro[4.5]decane-4-ethyl formate-8-carboxylate

A technology of tert-butyl formate and diazaspiro, applied in the field of synthesis of 1-oxyylidene-2,8-diazaspiro[4.5]decane-4-ethyl carboxylate-8-tert-butyl carboxylate , to achieve the effect of saving synthesis cost, rational reaction design, and making up for the vacancy of synthesis method

Inactive Publication Date: 2019-03-22
SHANGHAI STA PHARMA R&D CO LTD
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  • Description
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Problems solved by technology

However, there is currently no complete synthetic route report

Method used

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  • Method for synthesizing tert-butyl 1-oxo-2, 8-diazaspiro[4.5]decane-4-ethyl formate-8-carboxylate
  • Method for synthesizing tert-butyl 1-oxo-2, 8-diazaspiro[4.5]decane-4-ethyl formate-8-carboxylate

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Embodiment

[0011] Step 1: Add 330 mL, 0.83 mole n-butyllithium n-heptane solution dropwise to 0.77 mole diisopropanolamine in anhydrous tetrahydrofuran mixed solution at -60°C to -40°C, then at -60°C Stirred at ℃ for 30 minutes to prepare a mixed solution of diisopropylamide lithium tetrahydrofuran n-heptane. Then compound 1 (175 g, 0.595 mol) was dissolved in 400 mL of anhydrous tetrahydrofuran at -60°C, and then the solution of compound 1 in anhydrous tetrahydrofuran was added dropwise at -60°C The combined solution was stirred for 1 hour. Then 87 g, 0.833 mol of ethyl chloroformate was dissolved in 300 mL of anhydrous tetrahydrofuran and added to the reaction system and stirred at -60°C for 3 hours. After the reaction, quench the reaction with 400mL ammonium chloride aqueous solution, separate most of the organic phase, extract the aqueous phase with ethyl acetate (200mLx2), wash the combined organic phase with 200mL saturated brine, and then wash with anhydrous sulfuric acid Dry ov...

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Abstract

The invention relates to a method for synthesizing tert-butyl 1-oxo-2, 8-diazaspiro[4.5]decane-4- ethyl formate -8-carboxylate, and mainly solves a problem of providing a stable and mature synthesis method for a synthesis preparation blank of tert-butyl 1-oxo-2, 8-diazaspiro[4.5]decane-4- ethyl formate-8-carboxylate. The method provided by the invention comprises the following steps: using 1-tert-butyl-4-ethyl-4-(cyanomethyl) piperidine-1, 4-dicarboxylate as a starting raw material to obtain a product by two-step reaction, wherein a reaction formula is as shown in the Specification. The product obtained by the invention is a useful intermediate or product for synthesis of a plurality of medicines.

Description

technical field [0001] The invention relates to a synthesis method of 1-oxygenide-2,8-diazaspiro[4.5]decane-4-ethyl carboxylate-8-tert-butyl carboxylate. Background technique [0002] 1-Oxylidene-2,8-diazaspiro[4.5]decane-4-carboxylic acid ethyl ester-8-tert-butyl carboxylate (CAS: 1357352-07-8) and related derivatives in medicinal chemistry and It has important applications in organic synthesis and has excellent prospects. But there is no complete synthetic route report so far. Therefore, it is of great significance to develop a synthetic method that is easy to obtain cheap raw materials, easy to operate, easy to control the reaction in batch production, and suitable for the overall yield. Contents of the invention [0003] The purpose of this invention is to develop a kind of raw material that is easy to obtain, easy to operate, and two-step reaction is mature to obtain 1-oxygenide-2,8-diazaspiro[4.5]decane-4-ethyl carboxylate-8- Synthesis of tert-butyl formate. The ...

Claims

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Application Information

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IPC IPC(8): C07D471/10
CPCC07D471/10
Inventor 张大为周强白有银高明飞付新雨姚宝元谭汝鹏孔祥南刘鲜赵廷王曦孙春卢荣昌刘雨雷魏昕睿于凌波马汝建
Owner SHANGHAI STA PHARMA R&D CO LTD
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