66856-17-5

Basic information

• Product Name: 2-AMINO-2-METHYL-5-HYDROXY-PENTANOIC ACID
• Synonyms: H-ALPHA-ME-HNV-OH;2-METHYL-5-HYDROXY-NORVALINE;2-AMINO-2-METHYL-5-HYDROXY-PENTANOIC ACID;Norvaline,5-hydroxy-2-methyl-(9CI)
• CAS NO: 66856-17-5
• Molecular Formula: C₆H₁₃NO₃
• Molecular Weight: 147.17
• Product Categories: GLYCINESCAFFOLD
• Mol File: 66856-17-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-AMINO-2-METHYL-5-HYDROXY-PENTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-2-METHYL-5-HYDROXY-PENTANOIC ACID(66856-17-5)
• EPA Substance Registry System: 2-AMINO-2-METHYL-5-HYDROXY-PENTANOIC ACID(66856-17-5)

Safety Data

• Hazardous Substances Data: 66856-17-5(Hazardous Substances Data)

Usage

Derivative of

Valine

Functional Groups

Amino group ( -\textNH2 ) attached to the second carbon
Methyl group ( -\textCH3 ) attached to the second carbon
Hydroxyl group ( -\textOH ) attached to the fifth carbon

Applications

Pharmaceutical and Biochemical Industries:
Building Block: Used in the synthesis of various drugs and compounds.
Chiral Auxiliary: Can serve as a chiral auxiliary in chemical reactions.
Neurological Disorders: Studied for potential applications in developing drugs for treating neurological disorders.

Metabolism Studies

Investigated for its role in metabolism.

Biomarker Research

Explored as a potential biomarker for certain diseases.

Upstream product

• 1071-73-4 5-Hydroxy-2-pentanone 
• 151-50-8 potassium cyanide 

Downstream Products

• 160187-05-3 (R)-2-amino-5-hydroxy-2-methylpentanoic acid 
• 160187-05-3 (S)-2-amino-5-hydroxy-2-methylpentanoic acid 
• 42856-71-3 (S)-2-methylpyrrolidine-2-carboxylic acid 

Relevant articles and documents

Preparation method of optically active 2-methylproline

The invention discloses a preparation method of optically active 2-methylproline. According to the method, 5-hydroxy-2-pentanone (formula 1) is taken as a starting material to be subjected to condensation with a cyaniding reagent; hydrolysis is carried out so as to obtain 2-amino-5-hydroxy-2-methylvaleric acid (formula 2); 2-amino-5-hydroxy-2-methylvaleric acid (formula 2) and a resolving agent are subjected to salifying precipitation, followed by ph regulation and precipitation so as to obtain 2-amino-5-hydroxy-2-methylvaleric acid (formula 4) with optical activity; the compound as shown in formula 4 is protected with an amino protective agent to obtain a compound as shown in formula 5; the compound as shown in formula 5 is chlorinated with a chlorinating reagent while removing an amino protective group to obtain a compound as shown in formula 6; and one-pot cyclization is carried out to obtain the optically active 2-methylproline (formula 7). The preparation method is high in comprehensive yield, low in cost, mild in reaction condition and easy for large-scale production.