21-Acetoxy-11beta,17-dihydroxy-6alpha-methylpregn-4-ene-3,20-dione

Base Information

• Chemical Name: 21-Acetoxy-11beta,17-dihydroxy-6alpha-methylpregn-4-ene-3,20-dione
• CAS No.: 1625-11-2
• Molecular Formula: C24H34 O6
• Molecular Weight: 418.53
• NSC Number: 19988
• UNII: 38Y9UQL8SN
• Nikkaji Number: J569.911H
• Wikidata: Q27148911
• Mol file: 1625-11-2.mol

Synonyms:1625-11-2;21-Acetoxy-11beta,17-dihydroxy-6alpha-methylpregn-4-ene-3,20-dione;38Y9UQL8SN;NSC-19988;UNII-38Y9UQL8SN;17-Hydroxy-6alpha-methylcorticosterone 21-acetate;6alpha-Methylhydrocortisone 21-acetate;[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate;Methylprednisolone acetate impurity G [EP];Corticosterone, 17-hydroxy-6alpha-methyl-, 21-acetate;Pregn-4-ene-3,20-dione, 11beta,17,21-trihydroxy-6alpha-methyl-, 21-acetate;Pregn-4-ene-3,20-dione, 21-(acetyloxy)-11,17-dihydroxy-6-methyl-, (6alpha,11beta)-;MLS002638722;Pregn-4-ene-3,20-dione, 21-(acetyloxy)-11,17-dihydroxy-6-methyl-, (6.alpha.,11.beta.)-;6|A-Methyl Hydrocortisone 21-Acetate;SCHEMBL3404879;CHEBI:79777;NSC19988;AKOS032429506;Pregn-4-ene-3,20-dione, 11.beta.,17,21-trihydroxy-6.alpha.-methyl-, 21-acetate;Methylprednisolone Acetate EP Impurity G;6.ALPHA.-METHYLHYDROCORTISONE 21-ACETATE;Q27148911;METHYLPREDNISOLONE ACETATE IMPURITY G [EP IMPURITY];CORTICOSTERONE, 17-HYDROXY-6.ALPHA.-METHYL-, 21-ACETATE;11beta,17-dihydroxy-6alpha-methyl-3,20-dioxopregn-4-en-21-yl acetate;Pregn-4-ene-3, 11.beta.,17,21-trihydroxy-6.alpha.-methyl-, 21-acetate;21-ACETOXY-11.BETA.,17-DIHYDROXY-6.ALPHA.-METHYLPREGN-4-ENE-3,20-DIONE;Pregn-4-ene-3, 21-(acetyloxy)-11,17-dihydroxy-6-methyl-, (6.alpha.,11.beta.)-;11?,17-Dihydroxy-6?-methyl-3,20-dioxopregn-4-en-21-yl Acetate;6?-Methyl Hydrocortisone 21-Acetate;(6?,11?)-21-(Acetyloxy)-11,17-dihydroxy-6-methylpregn-4-ene-3,20-dione;17-Hydroxy-6?-methylcorticosterone 21-Acetate;21-Acetoxy-11?,17-dihydroxy-6?- methylpregn-4-ene-3,20-dione

Chemical Property of 21-Acetoxy-11beta,17-dihydroxy-6alpha-methylpregn-4-ene-3,20-dione

Chemical Property:

• Vapor Pressure: 7.59E-16mmHg at 25°C
• Melting Point: 208-210?C
• Boiling Point: 579.6°C at 760 mmHg
• Flash Point: 194.5°C
• PSA: 100.90000
• Density: 1.24g/cm³
• LogP: 2.59840
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 418.23553880
• Heavy Atom Count: 30
• Complexity: 817

Purity/Quality:

95%+HPLC ^*data from raw suppliers

6α-MethylHydrocortisone21-Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2C3CCC(C3(CC(C2C4(C1=CC(=O)CC4)C)O)C)(C(=O)COC(=O)C)O
• Isomeric SMILES: C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(C[C@@H]([C@@H]2[C@@]4(C1=CC(=O)CC4)C)O)C)(C(=O)COC(=O)C)O
• Uses: A Methylprednisolone acetate (M326035) USP impurity.

Technology Process of 21-Acetoxy-11beta,17-dihydroxy-6alpha-methylpregn-4-ene-3,20-dione

There total 17 articles about 21-Acetoxy-11beta,17-dihydroxy-6alpha-methylpregn-4-ene-3,20-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:

11β,17α,21-trihydroxy-6α-methylpregna-4-ene-3,20-dione (1625-39-4) + acetic anhydride (108-24-7) → 21-acetoxy-11β,17-dihydroxy-6α-methyl-pregn-4-ene-3,20-dione (1625-11-2)

Guidance literature:

With pyridine; In ethyl acetate; at 20 - 55 ℃;

Reference yield:

21-acetoxy-11β-hydroxy-6α-methyl-pregna-4,17(20)c-dien-3-one (3386-05-8,14423-18-8,75110-33-7) → 21-acetoxy-11β,17-dihydroxy-6α-methyl-pregn-4-ene-3,20-dione (1625-11-2)

Guidance literature:

With pyridine; osmium(VIII) oxide; [bis(acetoxy)iodo]benzene; Reagens 4: tert-Butylalkohol;

DOI:10.1021/ja01604a078

Reference yield:

(20Ξ)-11β-hydroxy-6α-methyl-17,20;20,21-bis-methylenedioxy-pregn-4-en-3-one (123292-91-1) → 21-acetoxy-11β,17-dihydroxy-6α-methyl-pregn-4-ene-3,20-dione (1625-11-2)

Guidance literature:

With acetic acid; anschliessend mit Acetanhydrid und Pyridin;

DOI:10.1021/ja01514a055

upstream raw materials:

21-acetoxy-11β-hydroxy-6α-methyl-pregna-4,17(20)c-dien-3-one

11β,17-dihydroxy-6α-methyl-pregn-4-ene-3,20-dione

(20Ξ)-11β-hydroxy-6α-methyl-17,20;20,21-bis-methylenedioxy-pregn-4-en-3-one

17,21-dihydroxy-pregn-4-ene-3,11,20-trione

Downstream raw materials:

11β,17α,21-trihydroxy-6α-methylpregna-4-ene-3,20-dione