17-Hydroxy-3,20-dioxo-9,11-epoxypregn-4-en-21-yl acetate

Base Information

• Chemical Name: 17-Hydroxy-3,20-dioxo-9,11-epoxypregn-4-en-21-yl acetate
• CAS No.: 4383-30-6
• Molecular Formula: C23H30 O6
• Molecular Weight: 402.488
• NSC Number: 226134,24231
• DSSTox Substance ID: DTXSID80963124
• Mol file: 4383-30-6.mol

Synonyms:17-hydroxy-3,20-dioxo-9,11-epoxypregn-4-en-21-yl acetate;4383-30-6;[2-(14-hydroxy-2,15-dimethyl-5-oxo-18-oxapentacyclo[8.8.0.01,17.02,7.011,15]octadec-6-en-14-yl)-2-oxoethyl] acetate;NSC24231;DTXSID80963124;QEBOBFQKUHEXGB-UHFFFAOYSA-N;NSC-24231;NSC226134;Pregn-4-en-17,21-diol-9.11-epoxy-3,20-dione, 21-acetate(ester);2-(7-Hydroxy-4a,6a-dimethyl-2-oxo-2,3,4,4a,5a,6,6a,7,8,9,9a,9b,10,11-tetradecahydrocyclopenta[7,8]phenanthro[4b,5-b]oxiren-7-yl)-2-oxoethyl acetate #

Chemical Property of 17-Hydroxy-3,20-dioxo-9,11-epoxypregn-4-en-21-yl acetate

Chemical Property:

• Vapor Pressure: 2.51E-15mmHg at 25°C
• Melting Point: 206oC
• Refractive Index: 1.583
• Boiling Point: 569.2°Cat760mmHg
• Flash Point: 195.5°C
• PSA: 93.20000
• Density: 1.3g/cm³
• LogP: 2.51290
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 402.20423867
• Heavy Atom Count: 29
• Complexity: 846

Purity/Quality:

98%HPLC ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(=O)C1(CCC2C1(CC3C4(C2CCC5=CC(=O)CCC54C)O3)C)O

Technology Process of 17-Hydroxy-3,20-dioxo-9,11-epoxypregn-4-en-21-yl acetate

There total 14 articles about 17-Hydroxy-3,20-dioxo-9,11-epoxypregn-4-en-21-yl acetate 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: 93.2%

21-acetoxy-9-bromo-11β,17-dihydroxy-pregn-4-ene-3,20-dione (50733-54-5) → 9β,11β-epoxy-17α-hydroxypregna-4‐ene-3,20-dione-21-acetate (4383-30-6)

Guidance literature:

With hydrogenchloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In water; N,N-dimethyl-formamide;

Reference yield: 92.3%

→ N,N,N1,N1-tetramethylguanidine + 9β,11β-epoxy-17α-hydroxypregna-4‐ene-3,20-dione-21-acetate (4383-30-6)

Guidance literature:

Reference yield:

21-acetoxy-9-bromo-11β,17-dihydroxy-pregn-4-ene-3,20-dione (50733-54-5) → 21-acetoxy-9,11β-epoxy-17-hydroxy-9β-pregn-4-ene-3,20-dione (4383-30-6,96843-90-2)

Guidance literature:

With 1,4-dioxane; ethanol; potassium acetate;

DOI:10.1021/ja01562a030

upstream raw materials:

9,21-dibromo-11β,17-dihydroxy-pregn-4-ene-3,20-dione

21-acetoxy-9-bromo-11β,17-dihydroxy-pregn-4-ene-3,20-dione

Epicortisol

anecortave

Downstream raw materials:

fludrocortisone acetate

21-acetoxy-9-chloro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

21-acetoxy-11β,17-dihydroxy-9-methoxy-pregn-4-ene-3,20-dione

9,11β-epoxy-17,21-dihydroxy-9β-pregn-4-ene-3,20-dione