6α-Methylprednisolone 17α,21-ethyl orthopropanoate

Base Information

• Chemical Name: 6α-Methylprednisolone 17α,21-ethyl orthopropanoate
• CAS No.: 85198-27-2
• Molecular Formula: C₂₇H₃₈O₆
• Molecular Weight: 458.595
• Mol file: 85198-27-2.mol

Synonyms:6α-Methylprednisolone 17α,21-ethyl orthopropanoate

Chemical Property of 6α-Methylprednisolone 17α,21-ethyl orthopropanoate

Chemical Property:

Purity/Quality:

>95% ^*data from raw suppliers

6α-MethylPrednisolone17,21-(Ethyl)orthopropionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6α-Methyl Prednisolone 17,21-(Ethyl)orthopropionate is an impurity of 6α-Methyl Prednisolone (M325934), a glucocorticoid which displays anti-inflamatory and antioxidant properties and attenuates apoptosis in oligodendrocytes after injury. 6α-Methyl Prednisolone is neuroprotective.

Technology Process of 6α-Methylprednisolone 17α,21-ethyl orthopropanoate

There total 3 articles about 6α-Methylprednisolone 17α,21-ethyl orthopropanoate 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: 91.0%

(6S,8S,9S,10R,11S,13S,14S,17S)-11-Hydroxy-17-(2-hydroxy-acetyl)-6,10,13-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one (103744-18-9) + Triethyl orthopropionate (115-80-0) → 6α-Methylprednisolone 17α,21-ethyl orthopropanoate (85198-27-2)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 85 ℃; for 1.5h;

DOI:10.1055/s-1982-30048

Reference yield:

Methylprednisolone (83-43-2) → 6α-Methylprednisolone 17α,21-ethyl orthopropanoate (85198-27-2)

Guidance literature:

With pyridine; In N-methyl-acetamide; benzene;

Reference yield:

Methylprednisolone (83-43-2) + Triethyl orthopropionate (115-80-0) → 6α-Methylprednisolone 17α,21-ethyl orthopropanoate (85198-27-2)

Guidance literature:

With sodium carbonate; toluene-4-sulfonic acid; Yield given. Multistep reaction; 1.) DMF, 70-90 deg C, 2.) DMF, water, ethyl acetate;

DOI:10.1248/cpb.31.12

upstream raw materials:

Methylprednisolone

Triethyl orthopropionate

(6S,8S,9S,10R,11S,13S,14S,17S)-11-Hydroxy-17-(2-hydroxy-acetyl)-6,10,13-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one

Downstream raw materials:

Methylprednisolone aceponate

21-benzoyloxy-11β-hydroxy-6α-methyl-17α-propanoyloxy-1,4-pregnadiene-3,20-dione

11β,21-dihydroxy-6α-methyl-17α-propionyloxy-1,4-pregnadiene-3,20-dione

Refernces

• 1、 Sugal,Akaboshi,Ikegami. "A new efficient method for conversion of corticosteroid 17α,21-cyclic ortho esters to 17α-acyloxy-21-chloro-21-deoxy derivatives". . p. 12 - 19. Retrieved 2007/10/02.