Rivaroxaban iMpurity A

Base Information

• Chemical Name: Rivaroxaban iMpurity A
• CAS No.: 931204-39-6
• Molecular Formula: C₁₉H₂₀ClN₃O₆S
• Molecular Weight: 453.903
• Mol file: 931204-39-6.mol

Synonyms:2-[2-({4-[(5S)-5-{[(5-chlorothiophen-2-yl)formamido]methyl}-2-oxo-1,3-oxazolidin-3-yl]phenyl}amino)ethoxy]acetic acid

Chemical Property of Rivaroxaban iMpurity A

Chemical Property:

• Boiling Point: 736.8±60.0 °C(Predicted)
• PKA: 3.25±0.10(Predicted)
• Density: 1.470±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

2-[2-[[4-[(5S)-5-[[[(5-Chloro-2-thienyl)carbonyl]amino]methyl]-2-oxo-3-oxazolidinyl]phenyl]amino]ethoxy]-acetic acid hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An impurity of Rivaroxaban (R538000), a novel antithrombotic agent. A highly potent and selective, direct FXa inhibitor.

Technology Process of Rivaroxaban iMpurity A

There total 2 articles about Rivaroxaban iMpurity A 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: 92.2%

Rivaroxaban (366789-02-8,865479-71-6) → 2-[2-({4-[(5S)-5-{[(5-chlorothiophen-2-yl)formamido]methyl}-2-oxo-1,3-oxazolidin-3-yl]phenyl}amino)ethoxy]acetic acid (931204-39-6)

Guidance literature:

With hydrogenchloride; acetic acid; In water; at 60 ℃; for 5h;

Reference yield:

2-({4-[(5S)-5-({[(5-chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-amino)ethoxyacetic acid hydrochloride (931117-61-2) → 2-[2-({4-[(5S)-5-{[(5-chlorothiophen-2-yl)formamido]methyl}-2-oxo-1,3-oxazolidin-3-yl]phenyl}amino)ethoxy]acetic acid (931204-39-6)

Guidance literature:

With triethylamine; In water; pH=7 - 8;

Reference yield: 83.1%

5-chlorothiophene-2-carbonyl chloride (42518-98-9) + 2-[2-({4-[(5S)-5-{[(5-chlorothiophen-2-yl)formamido]methyl}-2-oxo-1,3-oxazolidin-3-yl]phenyl}amino)ethoxy]acetic acid (931204-39-6) → 2-{2-[1-(5-chlorothiophen-2-yl)-N-{4-[(5S)-5-{[(5-chlorothiophen-2-yl)formamido]methyl}-2-oxo-1,3-oxazolidin-3-yl]phenyl}formamido]ethoxy}acetic acid (1151893-81-0)

Guidance literature:

With triethylamine; In dichloromethane; at -5 - 20 ℃; for 6h;

upstream raw materials:

2-({4-[(5S)-5-({[(5-chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-amino)ethoxyacetic acid hydrochloride

Rivaroxaban

Downstream raw materials:

C₂₅H₂₄Cl₂N₄O₆S₂

2-{2-[1-(5-chlorothiophen-2-yl)-N-{4-[(5S)-5-{[(5-chlorothiophen-2-yl)formamido]methyl}-2-oxo-1,3-oxazolidin-3-yl]phenyl}formamido]ethoxy}acetic acid