Hydroxy Desmethyl Bosentan

Base Information

• Chemical Name: Hydroxy Desmethyl Bosentan
• CAS No.: 253688-62-9
• Deprecated CAS: 242151-33-3
• Molecular Formula: C₂₆H₂₇N₅O₇S
• Molecular Weight: 553.596
• UNII: HM5MDJ6EBL
• DSSTox Substance ID: DTXSID401105865
• Nikkaji Number: J1.435.836F
• ChEMBL ID: CHEMBL3928609
• Mol file: 253688-62-9.mol

Synonyms:Hydroxy Desmethyl Bosentan;253688-62-9;Ro 64-1056;Hydroxy-demethoxybosentan;HM5MDJ6EBL;UNII-HM5MDJ6EBL;N-[6-(2-hydroxyethoxy)-5-(2-hydroxyphenoxy)-2-pyrimidin-2-ylpyrimidin-4-yl]-4-(1-hydroxy-2-methylpropan-2-yl)benzenesulfonamide;Benzenesulfonamide, 4-(2-hydroxy-1,1-dimethylethyl)-N-(6-(2-hydroxyethoxy)-5-(2-hydroxyphenoxy)(2,2'-bipyrimidin)-4-yl)-;4-(2-Hydroxy-1,1-dimethylethyl)-N-[6-(2-hydroxyethoxy)-5-(2-hydroxyphenoxy)[2,2'-bipyrimidin]-4-yl]benzenesulfonamide;4-(2-HYDROXY-1,1-DIMETHYLETHYL)-N-(6-(2-HYDROXYETHOXY)-5-(2-HYDROXYPHENOXY)(2,2'-BIPYRIMIDIN)-4-YL)BENZENESULFONAMIDE;SCHEMBL7787105;CHEMBL3928609;DTXSID401105865;AKOS040733398;CS-O-10023;HY-135390;CS-0112253;FT-0669523;J-015962;N-[6-(2-Hydroxyethoxy)-5-(2-hydroxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]-4-(2-hydroxy-1,1-dimethylethyl)benzenesulfonamide

Chemical Property of Hydroxy Desmethyl Bosentan

Chemical Property:

• Boiling Point: 782.0±70.0 °C(Predicted)
• PKA: 3.81±0.10(Predicted)
• Flash Point: 426.7oC
• PSA: 185.26000
• Density: 1.426±0.06 g/cm3(Predicted)
• LogP: 4.02710
• Storage Temp.: -20°C Freezer
• Solubility.: Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 11
• Exact Mass: 553.16311939
• Heavy Atom Count: 39
• Complexity: 846

Purity/Quality:

98%Min ^*data from raw suppliers

Hydroxy Desmethyl Bosentan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CO)C1=CC=C(C=C1)S(=O)(=O)NC2=C(C(=NC(=N2)C3=NC=CC=N3)OCCO)OC4=CC=CC=C4O
• Uses: A metabolite of Bosentan (B675900).

Technology Process of Hydroxy Desmethyl Bosentan

There total 5 articles about Hydroxy Desmethyl Bosentan 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:

[14C]-Ro 48-5033 (253688-60-7) → Ro 64-1056 (253688-62-9)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;

Reference yield:

methyl 2-methyl-2-phenylpropionate (57625-74-8) → Ro 64-1056 (253688-62-9)

Guidance literature:

Multi-step reaction with 6 steps

1: ammonium chloride; chlorosulfonic acid / 0.5 h / 75 °C

2: sodium hydroxide; methanol / 12 h / 25 °C / Cooling with ice

3: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 3 h / 25 °C

4: potassium carbonate / dimethyl sulfoxide / 10 h / 100 °C

5: potassium carbonate; tetrabutylammomium bromide / acetonitrile / 12 h / 100 °C

6: boron tribromide / dichloromethane / 3 h / 0 °C / Inert atmosphere

With methanol; chlorosulfonic acid; sodium tetrahydroborate; boron trifluoride diethyl etherate; tetrabutylammomium bromide; boron tribromide; potassium carbonate; ammonium chloride; sodium hydroxide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetonitrile;

Reference yield:

C11H15NO4S → Ro 64-1056 (253688-62-9)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydroxide; methanol / 12 h / 25 °C / Cooling with ice

2: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 3 h / 25 °C

3: potassium carbonate / dimethyl sulfoxide / 10 h / 100 °C

4: potassium carbonate; tetrabutylammomium bromide / acetonitrile / 12 h / 100 °C

5: boron tribromide / dichloromethane / 3 h / 0 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; boron trifluoride diethyl etherate; tetrabutylammomium bromide; boron tribromide; potassium carbonate; sodium hydroxide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetonitrile;

upstream raw materials:

methyl 2-methyl-2-phenylpropionate

2-methyl-2-(4-sulfamoylphenyl)propionic acid

4-(2-hydroxy-1,1-dimethylethyl)benzenesulfonamide

[14C]-Ro 48-5033

Refernces