21-Dehydro Prednisolone

Base Information

• Chemical Name: 21-Dehydro Prednisolone
• CAS No.: 22420-16-2
• Molecular Formula: C₂₁H₂₆O₅
• Molecular Weight: 358.434
• UNII: CTU4X35F2P
• Mol file: 22420-16-2.mol

Synonyms:21-Dehydro Prednisolone;22420-16-2;2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoacetaldehyde;CTU4X35F2P;SCHEMBL11690267;11beta,17-Dihydroxy-3,20-dioxopregna-1,4-dien-21-al;Pregna-1,4-dien-21-al, 11beta,17-dihydroxy-3,20-dioxo-;Pregna-1,4-dien-21-al, 11,17-dihydroxy-3,20-dioxo-, (11beta)-;2-[(1R,3aS,3bS,9aR,9bS,10S,11aS)-1,10-dihydroxy-9a,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]-2-oxoacetaldehyde

Chemical Property of 21-Dehydro Prednisolone

Chemical Property:

• PSA: 91.67000
• LogP: 1.76420
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 358.17802393
• Heavy Atom Count: 26
• Complexity: 752

Purity/Quality:

99% ^*data from raw suppliers

21-DehydroPrednisolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CC(C3C(C1CCC2(C(=O)C=O)O)CCC4=CC(=O)C=CC34C)O
• Isomeric SMILES: C[C@]12C[C@@H]([C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)C=O)O)CCC4=CC(=O)C=C[C@]34C)O
• Uses: 21-Dehydroprednisolone is an impurity of Prednisolone (P703740), as an anti-inflammatory agent.

Technology Process of 21-Dehydro Prednisolone

There total 2 articles about 21-Dehydro Prednisolone 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:

prednisolon (50-24-8,8056-11-9) → 11β,17-dihydroxy-3,20-dioxo-pregna-1,4-dien-21-al (22420-16-2)

Guidance literature:

With copper diacetate; In methanol;

DOI:10.1248/cpb.41.1481

Reference yield:

→ 11β.17-Dihydroxy-3.20-dioxo-pregna-1.4-dien-21-al; Prednisolon-21-aldehyd (22420-16-2,26213-02-5)

Guidance literature:

Prednisolon, Cu(II)-acetat;

Reference yield:

L-epinephrine (51-43-4,51028-73-0) + 11β,17-dihydroxy-3,20-dioxo-pregna-1,4-dien-21-al (22420-16-2) → 20-[(2Ξ,5R)-5-(3,4-dihydroxy-phenyl)-3-methyl-oxazolidin-2-yl]-17-hydroxy-21-nor-pregna-1,4-diene-3,20-dione (34898-29-8)

Guidance literature:

In N,N-dimethyl-formamide;

DOI:10.1021/jm00274a007

upstream raw materials:

prednisolon

Downstream raw materials:

11β,17α-Dihydroxy-17-<(3-methyl-2-oxazolidinyl)carbonyl>androsta-1,4-dien-3-on

20-[(2Ξ,5R)-5-(3,4-dihydroxy-phenyl)-3-methyl-oxazolidin-2-yl]-17-hydroxy-21-nor-pregna-1,4-diene-3,20-dione