Unlock instant, AI-driven research and patent intelligence for your innovation.

(2S,3R)-1-substituted benzyl-2-allyl-3-hydroxypiperidine and preparation method thereof

A technology of hydroxypiperidine and allyl, which is applied in the field of 3-hydroxypiperidine derivatives and their preparation, can solve the problem that the synthesis method is not reported in literature and the like, achieves good market application prospects, high yield, and easy availability of raw materials Effect

Inactive Publication Date: 2015-04-15
QINGDAO AGRI UNIV
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] (2S,3R)-1-substituted benzyl-2-allyl-3-hydroxypiperidine The compound and its synthesis method have not been reported in the literature

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • (2S,3R)-1-substituted benzyl-2-allyl-3-hydroxypiperidine and preparation method thereof
  • (2S,3R)-1-substituted benzyl-2-allyl-3-hydroxypiperidine and preparation method thereof
  • (2S,3R)-1-substituted benzyl-2-allyl-3-hydroxypiperidine and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] The preparation method of the present embodiment comprises the following steps:

[0024] 1. (S)-1-(N-benzylpyrrol-2-yl)-3-buten-1-ol (compound 5 ) preparation

[0025]

[0026] Add 48.6 g Mg chips (2.025 mol) to a 1000 mL four-neck flask, N 2 Stir vigorously overnight under protection to make it fully activated; add iodine in a catalytic amount (iodine as a catalyst), vacuumize, N 2 Add 400 mL of dry diethyl ether under protection (the whole process is reacted under strict anhydrous and oxygen-free conditions); put 30 mL of allyl bromide (0.35 mol) in a constant pressure dropping funnel, add about 20 drops, and stir Let it initiate the reaction (the color of iodine fades); then transfer to an ice bath, control the temperature at 0-5 °C, dilute allyl bromide with 60 mL of dry ether, and slowly add it dropwise to the system. About 17 h; after the dropwise addition, continue to react for 1 h; to obtain allyl magnesium bromide, the obtained allyl magnesium bromide is ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention provides (2S,3R)-1-substituted benzyl-2-allyl-3-hydroxypiperidine and a preparation method thereof. The structural formula of (2S,3R)-1-substituted benzyl-2-allyl-3-hydroxypiperidine is shown as the specification. The compound is a six-membered nitrogen heterocyclic ring compound with two chiral centers, a chiral structure greatly influences the bioactivity of the compound, and therefore, synthesis of the compound in high selectivity has important meaning. The raw materials of (2S,3R)-1-substituted benzyl-2-allyl-3-hydroxypiperidine are easy to obtain, the operation method is simple, the yield is high, and the compound can be expectedly used as a synthesized intermediate of medicaments or pesticides and has excellent market application prospect.

Description

technical field [0001] The invention relates to a 3-hydroxypiperidine derivative and a preparation method thereof, in particular to (2S,3R)-1-substituted benzyl-2-allyl-3-hydroxypiperidine and a preparation method thereof. Background technique [0002] Heterocyclic chemistry is a major component of organic chemistry. In today's organic compounds, the number of heterocyclic compounds accounts for about one-third of the total. Nitrogen-containing heterocyclic compounds are an important branch of heterocyclic compounds. As intermediates of pharmaceuticals, pesticides, dyes and other fine chemical products, nitrogen-containing heterocyclic compounds and their derivatives are more and more widely used. Nitrogen-containing heterocyclic compounds have a wide range of biological activities and occupy an extremely important position in various fields such as medicine, pesticides and life sciences. The synthesis of these compounds has always been a research hotspot in the field of o...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D211/42
Inventor 曲宝涵魏红涛刘晓杰郝智慧
Owner QINGDAO AGRI UNIV