(20S)-17,20,21-trihydroxypregna-1,4-diene-3,11-dione

Base Information

• Chemical Name: (20S)-17,20,21-trihydroxypregna-1,4-diene-3,11-dione
• CAS No.: 600-93-1
• Molecular Formula: C₂₁H₂₈O₅
• Molecular Weight: 360.45
• DSSTox Substance ID: DTXSID001219777
• Nikkaji Number: J371.858A
• Mol file: 600-93-1.mol

Synonyms:600-93-1;(20S)-17,20,21-trihydroxypregna-1,4-diene-3,11-dione;20alpha-Dihydroprednisone;(8S,9S,10R,13S,14S,17R)-17-[(1S)-1,2-Dihydroxyethyl]-17-hydroxy-10,13-dimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione;20beta-Dihydroprednisone;20S-Hydroxy Prednisone;(20S)-hydroxyprednisone;20beta-dihydro-prednisone;CHEBI:182970;DTXSID001219777;20beta-Dihydro-prednisone (M-IV);(1R,3aS,3bS,9aR,9bS,11aS)-1-[(1S)-1,2-dihydroxyethyl]-1-hydroxy-9a,11a-dimethyl-2,3,3a,3b,4,5,9a,9b,11,11a-decahydro-1H-cyclopenta[a]phenanthrene-7,10-dione

Chemical Property of (20S)-17,20,21-trihydroxypregna-1,4-diene-3,11-dione

Chemical Property:

• Melting Point: 180 °C
• Boiling Point: 594.4±50.0 °C(Predicted)
• Density: 1.31±0.1 g/cm3(Predicted)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 360.19367399
• Heavy Atom Count: 26
• Complexity: 724

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

20S-HydroxyPrednisone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CC(=O)C3C(C1CCC2(C(CO)O)O)CCC4=CC(=O)C=CC34C
• Isomeric SMILES: C[C@]12CC(=O)[C@H]3[C@H]([C@@H]1CC[C@@]2([C@H](CO)O)O)CCC4=CC(=O)C=C[C@]34C
• Uses: 20S-Hydroxy Prednisone is a metabolite/degradent of the drug Prednisone, an adrenocortical steroid that is used to treat moderate allergies.

Technology Process of (20S)-17,20,21-trihydroxypregna-1,4-diene-3,11-dione

There total 5 articles about (20S)-17,20,21-trihydroxypregna-1,4-diene-3,11-dione 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:

→ 1,4-Pregnadien-17α,20β,21-triol-3,11-dion (600-92-0,600-93-1,2899-94-7)

Guidance literature:

Prednison, Actinomyces albus 3006;

Reference yield:

17α,20α,21-Trihydroxy-3.11-dioxo-pregnadien-(1.4)-17α,21-aethyl-orthoformiat (4003-80-9) → 17α,20α,21-Trihydroxy-pregna-1,4-dien-3,11-dion (600-93-1)

Guidance literature:

With hydrogenchloride; In methanol; Heating;

DOI:10.1016/S0040-4020(01)82212-2

Reference yield:

17α,20α,21-Trihydroxy-pregnadien-1,4-3,11-dion-17α,21-cyclopentanonid → 17α,20α,21-Trihydroxy-pregna-1,4-dien-3,11-dion (600-93-1)

Guidance literature:

With hydrogenchloride; In methanol; Heating;

DOI:10.1016/S0040-4020(01)82212-2

upstream raw materials:

20α_F,21-diacetoxy-17-hydroxy-pregna-1,4-diene-3,11-dione

Prednison

17α,20α,21-Trihydroxy-3.11-dioxo-pregnadien-(1.4)-17α,21-aethyl-orthoformiat