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

Base Information

• Chemical Name: 2-({4-[(5S)-5-({[(5-chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-amino)ethoxyacetic acid hydrochloride
• CAS No.: 931117-61-2
• Molecular Formula: C₁₉H₂₀ClN₃O₆S*ClH
• Molecular Weight: 490.364
• Mol file: 931117-61-2.mol

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

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

Chemical Property:

• Melting Point: 172-176oC

Purity/Quality:

NLT 98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2-?[2-?[[4-?[(5S)?-?5-?[[[(5-?chloro-?2-?thienyl)?carbonyl]?amino]?methyl]?-?2-?oxo-?3-?oxazolidinyl]?phenyl]?amino]?ethoxy]?-acetic Acid Hydrochloride is a metabolite of Rivaroxaban (R538000) which is a novel antithrombotic agent. Rivaroxaban is also a highly potent and selective, direct FXa inhibitor.

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

There total 1 articles about 2-({4-[(5S)-5-({[(5-chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-amino)ethoxyacetic acid hydrochloride 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: 76.0%

Rivaroxaban (366789-02-8,865479-71-6) → 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)

Guidance literature:

With hydrogenchloride; water; acetic acid; at 70 ℃; for 5 - 6h;

Reference yield: 81.0%

5-chlorothiophene-2-carbonyl chloride (42518-98-9) + 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-[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:

5-chlorothiophene-2-carbonyl chloride; 2-({4-[(5S)-5-({[(5-chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-amino)ethoxyacetic acid hydrochloride; With potassium carbonate; In water; acetone; at 20 ℃; for 1h;

With hydrogenchloride; In water; pH=1;

Reference yield: 17.0%

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) + isobutyl isocyanate (1873-29-6) → {2-[{4-[(5S)-5-({[(5-Chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-(isobutylcarbamoyl)amino]ethoxy}acetic acid

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃;

upstream raw materials:

Rivaroxaban

Downstream raw materials:

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

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

Refernces