1032564-18-3

Basic information

• Product Name: N-acetic acid-1-aMino-3-adaMantanol
• Synonyms: N-acetic acid-1-aMino-3-adaMantanol;Vildagliptin Impurity 4;(3-hydroxyadamantan-1-ylamino)acetic acid;2-((3-Hydroxyadamantan-1-yl)amino)acetic acid
• CAS NO: 1032564-18-3
• Molecular Formula: C₁₂H₁₉NO₃
• Molecular Weight: 225.28416
• Mol File: 1032564-18-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 399.4±27.0 °C(Predicted)
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: DMSO (Slightly, Heated), Methanol (Slightly)
• PKA: 2.35±0.10(Predicted)
• CAS DataBase Reference: N-acetic acid-1-aMino-3-adaMantanol(CAS DataBase Reference)
• NIST Chemistry Reference: N-acetic acid-1-aMino-3-adaMantanol(1032564-18-3)
• EPA Substance Registry System: N-acetic acid-1-aMino-3-adaMantanol(1032564-18-3)

Safety Data

• Hazardous Substances Data: 1032564-18-3(Hazardous Substances Data)

Usage

Uses

N-(3-Hydroxytricyclo[3.3.1.13,7]dec-1-yl)glycine, is an impurity of Vildagliptin (V305000), a class of oral anti-hyperglycemic agents that inhibit dipeptidyl peptidase 4 (DPP-4), which can act as a serine exopeptidase.

Upstream product

• 1334337-68-6 t-butyl 2-(3-hydroxyadamantan-1-ylamino)acetate 
• 1334337-69-7 [(3-hydroxyadamantan-1-yl)imino]acetic acid 
• 665-66-7 amantadine hydrochloride 
• 768-94-5 1-Adamantanamine 
• 702-82-9 3-aminoadamantan-1-ol 

Downstream Products

• 274901-16-5 vildagliptin 
• 565453-39-6 (S)-1-[2-(3-hydroxyadamantan-1-ylamino)acetyl]pyrrolidine-2-carboxylic acid amide 

Relevant articles and documents

Synthetic method of vildagliptin

The invention relates to the technical field of drug synthesis and particularly relates to a synthetic method of vildagliptin. The synthetic method comprises the following steps: carrying out imino group protection and acylamino dehydration on a starting raw material, namely L-prolinamide, and carrying out deproteciton salification by virtue of p-toluene sulfonic acid so as to obtain p-toluenesulfonate of (S)-2-cyanopyrrolidine; substituting and hydrolyzing 3-amino-1-adamantanol so as to obtain 3-iminoacetic acid-1-adamantanol; carrying out condensation acylation by virtue of 3-iminoacetic acid-1-adamantanol and (S)-2-cyanopyrrolidine under the action of 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride, so as to obtain the vildagliptin. The synthetic method has the beneficial effects that reaction conditions are mild, an intermediate does not absorb moisture and is easy to store, the purity of the synthesized vildagliptin is high and is more than or equal to 99.50%, and the maximum single impurity content is less than or equal to 0.10%.

PROCESS FOR PREPARATION OF DPP-IV INHIBITORS

Process for the preparation of DPP-IV inhibitors, such as 1-[[(3-hydroxy-1-adamantyl) amino] acetyl]-2-cyano-(S)-pyrrolidine are disclosed.