(S)-Ibuprofen-acyl-beta-D-glucuronide

Base Information

• Chemical Name: (S)-Ibuprofen-acyl-beta-D-glucuronide
• CAS No.: 98649-76-4
• Molecular Formula: C19H26O8
• Molecular Weight: 382.411
• Mol file: 98649-76-4.mol

Synonyms:(S)-Ibuprofen-acyl-beta-D-glucuronide;Dexibuprofen-acyl-beta-D-glucuronide min. 95%;(S)-Ibuprofen glucuronide;beta-D-Glucopyranuronic acid 1-[(alphaS)-alpha-methyl-4-(2-methylpropyl)benzeneacetate]

Chemical Property of (S)-Ibuprofen-acyl-beta-D-glucuronide

Chemical Property:

• Boiling Point: 567.3±50.0 °C(Predicted)
• PKA: 2.68±0.70(Predicted)
• PSA: 133.52000
• Density: 1.34±0.1 g/cm3(Predicted)
• LogP: 0.42400

Purity/Quality:

99% ^*data from raw suppliers

Dexibuprofen-acyl-beta-D-glucuronide 95%min ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-Ibuprofen-acyl-beta-D-glucuronide

There total 4 articles about (S)-Ibuprofen-acyl-beta-D-glucuronide 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: 100.0%

C26H32O8 → (+)-Ibuprofen glucuronide (98649-76-4)

Guidance literature:

With cyclohexa-1,4-diene; palladium on activated charcoal; In tetrahydrofuran; isopropyl alcohol; for 2h; Heating;

DOI:10.1016/j.tet.2007.05.050

Reference yield:

(S)-ibuprofen (51146-56-6,58560-75-1) → (+)-Ibuprofen glucuronide (98649-76-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / HATU; N-methylmorpholine / acetonitrile / 20 °C

2: 100 percent / cyclohexa-1,4-diene / Pd-C / tetrahydrofuran; propan-2-ol / 2 h / Heating

With 4-methyl-morpholine; cyclohexa-1,4-diene; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; isopropyl alcohol; acetonitrile;

DOI:10.1016/j.tet.2007.05.050

Reference yield:

benzyl α,β-D-glucuronate → (+)-Ibuprofen glucuronide (98649-76-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / HATU; N-methylmorpholine / acetonitrile / 20 °C

2: 100 percent / cyclohexa-1,4-diene / Pd-C / tetrahydrofuran; propan-2-ol / 2 h / Heating

With 4-methyl-morpholine; cyclohexa-1,4-diene; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; isopropyl alcohol; acetonitrile;

DOI:10.1016/j.tet.2007.05.050

upstream raw materials:

(S)-ibuprofen

Downstream raw materials:

(S)-ibuprofen

Refernces

• 1、 Johnson, Caroline H.,Wilson, Ian D.,Harding, John R.,Stachulski, Andrew V.,Iddon, Lisa,Nicholson, Jeremy K.,Lindon, John C.. "NMR spectroscopic studies on the in vitro acyl glucuronide migration kinetics of ibuprofen ((±)-(R,S)-2-(4-isobutylphenyl) propanoic acid), its metabolites, and analogues". . p. 8720 - 8727. Retrieved 2008/03/15.