Rivaroxaban Diol (Mixture of Diastereomers)

Base Information

• Chemical Name: Rivaroxaban Diol (Mixture of Diastereomers)
• CAS No.: 1160170-00-2
• Molecular Formula: C19H20ClN3O6S
• Molecular Weight: 453.90
• Mol file: 1160170-00-2.mol

Synonyms:Rivaroxaban Diol(Mixture of Diastereomers);5-Chloro-N-[[(5S)-3-[4-[(2-hydroxyacetyl)(2-hydroxyethyl)aMino]phenyl]-2-oxo-5-oxazolidinyl]Methyl]-;Rivaroxaban Diol

Chemical Property of Rivaroxaban Diol (Mixture of Diastereomers)

Chemical Property:

• Boiling Point: 711.0±60.0 °C(Predicted)
• PKA: 12.97±0.10(Predicted)
• PSA: 147.65000
• Density: 1.503±0.06 g/cm3(Predicted)
• LogP: 1.93020
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

RivaroxabanDiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A metabolite of Rivaroxaban (R538000).

Technology Process of Rivaroxaban Diol (Mixture of Diastereomers)

There total 9 articles about Rivaroxaban Diol (Mixture of Diastereomers) 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: 72.2%

C33H32ClN3O6S → C19H20ClN3O6S (1160170-00-2)

Guidance literature:

With boron trifluoride diethyl etherate; In tetrahydrofuran; at -20 - 0 ℃; for 1h; Solvent; Reagent/catalyst; Temperature;

Reference yield:

4-Fluoronitrobenzene (350-46-9,178603-76-4) → C19H20ClN3O6S (1160170-00-2)

Guidance literature:

Multi-step reaction with 8 steps

1: triethylamine / acetonitrile / 8 h / 50 °C / Cooling with ice

2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 40 °C / Cooling with ice

3: tin(II) chloride dihdyrate; hydrogenchloride / ethyl acetate; water / 2 h / 90 °C / Cooling with ice

4: ethanol; methanol / 48 h / 75 °C

5: triethylamine / toluene / 17 h / -20 - 0 °C

6: methylamine / water; methanol / 6 h / 65 °C

7: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 20 °C / Cooling with ice

8: boron trifluoride diethyl etherate / tetrahydrofuran / 1 h / -20 - 0 °C

With hydrogenchloride; tin(II) chloride dihdyrate; boron trifluoride diethyl etherate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; methylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; toluene; acetonitrile;

Reference yield:

C35H35N3O6 → C19H20ClN3O6S (1160170-00-2)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / toluene / 17 h / -20 - 0 °C

2: methylamine / water; methanol / 6 h / 65 °C

3: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 20 °C / Cooling with ice

4: boron trifluoride diethyl etherate / tetrahydrofuran / 1 h / -20 - 0 °C

With boron trifluoride diethyl etherate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; methylamine; In tetrahydrofuran; methanol; dichloromethane; water; toluene;

upstream raw materials:

4-Fluoronitrobenzene

para-nitrophenyl bromide

Refernces