Method for preparing Alpha-methyl-Alpha, Alpha-disubstituted-Alpha-aminophenol and derivatives thereof

A disubstituted, amino acid technology, applied in the preparation of carbamic acid derivatives, organic compounds, chemical instruments and methods, etc., can solve the problems of increased synthesis costs, long synthesis steps, low optical purity, etc., and achieve easy operation and Effects of scale-up, mild reaction conditions, and ease of purchase
CN101565390AInactive Publication Date: 2009-10-28BEIJING OKEANOS TECH
0 Cites 4 Cited by

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
BEIJING OKEANOS TECH
Publication Date
2009-10-28
Estimated Expiration
Not applicable · inactive patent

Smart Images

  • Figure 1
    Figure 1
  • Figure 2
    Figure 2
  • Figure 3
    Figure 3
Patent Text Reader

Abstract

The invention discloses a method for preparing an Alpha-methyl-Alpha, Alpha-disubstituted-Alpha-aminophenol and derivatives thereof, comprising the following steps of: a) synthesizing S1 / R1: leading proline to react with o-chlorobenzyl chloride; b) synthesizing S2 / R2: leading methylene dichloride solution of S1 / R1 to react with phosphorus trichloride and 2-aminobenzophenone; c) synthesizing S3 / R3: leading S2 / R2 and alanine to react with nickelous nitrate hexahydrate; d) synthesizing S4 / R4: leading the redistilled tetrahydrofuran to react with sodium iodide, sodium hydride and RX / RX; e) synthesizing S5 / R5: leading the methanol solution of S4 / R4 to react with hydrochloric acid and concentrated ammonia liquor; and f) synthesizing S6 / R6: leading S5 / R5 to react with anhydrous sodium carbonate and Fmoc-Osu. The invention uses easily obtained raw materials with low price to obtain the Alpha-methyl-Alpha, Alpha-disubstituted-Alpha-aminophenol and derivatives thereof with extremely high optical activity by a normal six-step organic chemistry method. The method has moderate reaction condition and is easy for operation and amplification.
Need to check novelty before this filing date? Find Prior Art

Description

technical field

[0001] The present invention relates to a preparation method of α-methyl-α,α-disubstituted-α-amino acid and derivatives thereof, in particular to an α-methyl-α,α-disubstituted-α-amino acid and its derivatives Methods of Organic Synthesis of Derivatives. Background technique

[0002] Unnatural amino acids are amino acids encoded by non-protein genes, and have important applications in frontier biotechnology research such as genomics and proteomics. For example, α-unnatural amino acids have been widely used in the study of proteins, nucleosides and nucleic acids: they can limit the flexibility of polypeptide conformation, provide deoxyribonucleic acid or ribonucleic acid molecules with stable secondary structure, enhance the ability of polypeptides to enzymatic β-unnatural amino acids are precursors of β-lactams and key components of many potential enzyme inhibitors, and have quite interesting pharmacological activities. β-unnatural amino acids have become in...

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