Sitagliptin Defuoro IMpurity 3

Base Information

• Chemical Name: Sitagliptin Defuoro IMpurity 3
• CAS No.: 851307-12-5
• Molecular Formula: C₁₅H₁₉F₂NO₄
• Molecular Weight: 315.317
• Mol file: 851307-12-5.mol

Synonyms:

Chemical Property of Sitagliptin Defuoro IMpurity 3

Chemical Property:

• Boiling Point: 444.3±45.0 °C(Predicted)
• PKA: 4.37±0.10(Predicted)
• Density: 1.243±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(R)-3-((tert-Butoxycarbonyl)amino)-4-(2,4-difluorophenyl)butanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3R)-3-[(tert-Butoxycarbonyl)amino]-4-(2,4-difluorophenyl)butanoic Acid is a derivative of Sitagliptin (S491000), a dipeptidyl peptidase-4 inhibitor used to treat patients with type-2 diabetes by means of glycemic control.

Technology Process of Sitagliptin Defuoro IMpurity 3

There total 8 articles about Sitagliptin Defuoro IMpurity 3 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:

[3-diazo-1-(2,4-difluoro-benzyl)-2-oxo-propyl]-carbamic acid tert-butyl ester → 3-tert-butoxycarbonylamino-4-(2,4-difluoro-phenyl)-butyric acid (851307-12-5)

Guidance literature:

With silver benzoate; In 1,4-dioxane; at 20 ℃; sonication;

DOI:10.1016/j.bmcl.2004.06.099

Reference yield:

C10H8F2O3 → 3-tert-butoxycarbonylamino-4-(2,4-difluoro-phenyl)-butyric acid (851307-12-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 81 percent / 4 h / Heating

2: 87 percent / AcOH / methanol / 2 h / 40 °C

3: 42 percent / H₂ / PtO₂ / tetrahydrofuran; methanol / 4654.46 Torr

4: AcOH / Pearlman's catalyst / methanol; H₂O

5: Et₃N / CH₂Cl₂

6: 87 percent / aq. LiOH / tetrahydrofuran

With lithium hydroxide; hydrogen; acetic acid; triethylamine; platinum(IV) oxide; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1016/j.bmcl.2007.03.098

Reference yield:

C11H10F2O3 (942475-04-9) → 3-tert-butoxycarbonylamino-4-(2,4-difluoro-phenyl)-butyric acid (851307-12-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / AcOH / methanol / 2 h / 40 °C

2: 42 percent / H₂ / PtO₂ / tetrahydrofuran; methanol / 4654.46 Torr

3: AcOH / Pearlman's catalyst / methanol; H₂O

4: Et₃N / CH₂Cl₂

5: 87 percent / aq. LiOH / tetrahydrofuran

With lithium hydroxide; hydrogen; acetic acid; triethylamine; platinum(IV) oxide; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1016/j.bmcl.2007.03.098

upstream raw materials:

C₁₁H₁₀F₂O₃

C₁₉H₂₀F₂N₂O₃

2,4-difluorophenylacetic acid

2-(2,4-difluorophenyl)acetyl chloride