VILDAGLIPTIN

Base Information

• Chemical Name: VILDAGLIPTIN
• CAS No.: 565453-40-9
• Molecular Formula: C17H25N3O2
• Molecular Weight: 303.4
• Mol file: 565453-40-9.mol

Synonyms:Vildagliptin Carboxylic Acid Metabolite;(2S)-1-[2-[(3-hydroxy-1-adamantyl)amino]acetyl]pyrrolidine-2-carboxylic acid;Vildagliptin Carboxy Acid;N-(3-Hydroxytricyclo[3.3.1.1(3,7)]dec-1-yl)glycyl-L-proline

Chemical Property of VILDAGLIPTIN

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 556.412°C at 760 mmHg
• PKA: 3.18±0.20(Predicted)
• Flash Point: 290.308°C
• PSA: 89.87000
• Density: 1.349g/cm³
• LogP: 1.06410

Purity/Quality:

98%Min ^*data from raw suppliers

N-(3-Hydroxytricyclo[3.3.1.13,7]dec-1-yl)glycyl-L-proline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-(3-Hydroxytricyclo[3.3.1.13,7]dec-1-yl)glycyl-L-proline, is a metabolite of Vildagliptin (V305000), a class of oral anti-hyperglycemic agents that inhibit dipeptidyl peptidase 4 (DPP-4), which can act as a serine exopeptidase.

Technology Process of VILDAGLIPTIN

There total 3 articles about VILDAGLIPTIN which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.44%

3-aminoadamantan-1-ol (702-82-9) + (S)-1-(2-chloroacetyl)pyrrolidine-2-carboxylic acid (23500-10-9) → vildagliptin carboxylic acid (565453-40-9)

Guidance literature:

With potassium carbonate; potassium iodide; In acetonitrile; at 40 ℃; for 7.5h; Solvent; Reagent/catalyst; Reflux;

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → vildagliptin carboxylic acid (565453-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.67 h / 70 °C / Inert atmosphere

2: triethylamine; potassium iodide / tetrahydrofuran / 4 h / 40 °C / Reflux

With triethylamine; potassium iodide; In tetrahydrofuran;

Reference yield:

vildagliptin (274901-16-5,1044676-63-2) → vildagliptin carboxylic acid (565453-40-9)

Guidance literature:

With dipeptidyl peptidase-4; In aq. buffer; at 37 ℃; for 2h; pH=7.4; Kinetics; Enzymatic reaction;

DOI:10.1124/dmd.114.062331

upstream raw materials:

vildagliptin

L-proline

3-aminoadamantan-1-ol

(S)-1-(2-chloroacetyl)pyrrolidine-2-carboxylic acid

Refernces

• 1、 -. "Vildagliptin diketopiperazine and preparation method thereof". . . Retrieved 2021/10/27.