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

Preparation method of benzyl substituted 6-amino-beta-cyclodextrin derivative

A technology of cyclodextrin and derivatives, which is applied in the field of preparation of β-cyclodextrin derivatives, and can solve problems such as limited water solubility and limitations

Inactive Publication Date: 2012-12-12
SHANGHAI RUICHUANG MEDICAL TECH
View PDF0 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The limited water solubility of natural β-cyclodextrins limits its ability to form inclusion complexes with guest compounds as host compounds

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
  • Preparation method of benzyl substituted 6-amino-beta-cyclodextrin derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0010] 6-iodo-6-deoxy-β-cyclodextrin ( 2 ) preparation

[0011] With β-cyclodextrin ( 1 ) as the starting material, the compound was synthesized according to the method of Baer HH et al. (Carbohydr. Res. 228: 307-314) 2 . The experimental yield was 92%.

[0012] 6-All-benzyl-amino-6-deoxy-β-cyclodextrin ( 3 ) preparation

[0013] Add benzylamine (155 mmol) to compound 2 (0.45 mmol), stir and heat to 75 o C, reacted for 48 hours. After the reaction solution was cooled to room temperature, 5 ml of methyl tert-butyl ether was added, the precipitate was filtered and washed with 10×10 ml of acetone, and dried in vacuo to obtain compound 3 as a pale yellow solid with a yield of 92%. [R] D +12°( c = 1.0 in DMF at 25 °C); LC-ESIMS m / z [M+2] 2+ / 2, [M + 3 / 3] 3+ / 3; 1 H NMRδppm (400 MHz, CD 3 SOCD 3 ) 7.31 (m, 28H, H-3',5'), 7.12 (m, 42H, H-2',4', 6'), 4.84 (bd, 7H, H-1), 3.72 (m, 7H , H-5), 3.70 (m , 7H, H-3), 3.69 (m, 7H, H-2), 2.64 (d, J = 12...

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 a preparation method of a benzyl substituted 6-amino-beta-cyclodextrin derivative and hydrochloride thereof. The method uses beta-cyclodextrin as a starting material and comprises three steps including a 6th site iodine (bromine) substitution and an amino substitution reaction for preparation of Per-6-benzyl-amino-6-deoxy-beta-cyclodextrin. A final product yield reaches 65-85%.

Description

technical field [0001] The invention relates to a preparation method of 6-amino group-substituted β-cyclodextrin derivatives capable of forming cations. This method uses β-cyclodextrin as the starting material, and prepares 6-benzyl-amino-6-deoxy-β-cyclodextrin through three steps of 6-position iodide (bromine) substitution and amino substitution reaction. Namely Per-6-benzyl-amino-6-deoxy-β-cyclodextrin and its hydrochloride. The final product yield of this method can reach 65-85%. Background technique [0002] Cyclodextrin is a class of natural cyclic oligosaccharide compounds, the common ones are α, β and γ-cyclodextrin. Among them, γ-cyclodextrin is the most commonly used, which is composed of seven α-D-glucose units linked by 1,4-glucosidic bonds in a ring. Like other cyclodextrins, its molecular structure contains a hydrophilic outer surface and a hydrophobic inner cavity, which allows it to form inclusion complexes (inclusion complexes) with many compounds. Due to...

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
IPC IPC(8): C08B37/14
Inventor 邓京振
Owner SHANGHAI RUICHUANG MEDICAL TECH
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com