11,17-Dihydroxy-6-methylpregna-1,4-diene-3,20-dione

Base Information

• Chemical Name: 11,17-Dihydroxy-6-methylpregna-1,4-diene-3,20-dione
• CAS No.: 6870-94-6
• Molecular Formula: C22H30 O4
• Molecular Weight: 358.478
• Hs Code.: 2937220000
• NSC Number: 125051
• DSSTox Substance ID: DTXSID20988396
• Mol file: 6870-94-6.mol

Synonyms:11beta,17alpha-dihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione;NSC-125051;NSC125051;11,17-dihydroxy-6-methylpregna-1,4-diene-3,20-dione;DTXSID20988396;BCP08489

Chemical Property of 11,17-Dihydroxy-6-methylpregna-1,4-diene-3,20-dione

Chemical Property:

• Vapor Pressure: 1.84E-13mmHg at 25°C
• Melting Point: 222-231℃
• Boiling Point: 530.3°C at 760 mmHg
• PKA: 12.86±0.70(Predicted)
• Flash Point: 288.6°C
• PSA: 74.60000
• Density: 1.21g/cm³
• LogP: 2.83120
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 358.21440943
• Heavy Atom Count: 26
• Complexity: 736

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2C3CCC(C3(CC(C2C4(C1=CC(=O)C=C4)C)O)C)(C(=O)C)O
• Uses: Deltamedrane is an impurity in the synthesis of Fluorometholone (F593145), a glucocorticoid; anti-inflammatory.

Technology Process of 11,17-Dihydroxy-6-methylpregna-1,4-diene-3,20-dione

There total 9 articles about 11,17-Dihydroxy-6-methylpregna-1,4-diene-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,17-dihydroxy-6α-methyl-pregn-4-ene-3,20-dione (7055-53-0) → 11β,17α-dihydroxy-6α-methyl-1,4-pregnadiene-3,20-dione (6870-94-6)

Guidance literature:

With potassium dihydrogenphosphate; D-glucose; In methanol; water; for 50h;

Reference yield:

C26H42O6 → 11β,17α-dihydroxy-6α-methyl-1,4-pregnadiene-3,20-dione (6870-94-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / tetrahydrofuran / pH 2 - 3

2: D-glucose; potassium dihydrogenphosphate / water; methanol / 50 h

With potassium dihydrogenphosphate; D-glucose; sulfuric acid; In tetrahydrofuran; methanol; water;

Reference yield:

17-hydroxy-pregn-4-ene-3,11,20-trione (1882-82-2) → 11β,17α-dihydroxy-6α-methyl-1,4-pregnadiene-3,20-dione (6870-94-6)

Guidance literature:

Multi-step reaction with 6 steps

1: trimethyloxosulfonium bromide; orthoformic acid triethyl ester / 5 h

2: sodium tetrahydroborate / tetrahydrofuran / 12 h

3: phthalic anhydride; dihydrogen peroxide / ethyl acetate / 6 h

4: magnesium / tetrahydrofuran / 4 h

5: sulfuric acid / tetrahydrofuran / pH 2 - 3

6: D-glucose; potassium dihydrogenphosphate / water; methanol / 50 h

With sodium tetrahydroborate; potassium dihydrogenphosphate; phthalic anhydride; D-glucose; sulfuric acid; dihydrogen peroxide; trimethyloxosulfonium bromide; magnesium; orthoformic acid triethyl ester; In tetrahydrofuran; methanol; water; ethyl acetate;

upstream raw materials:

Methylprednisolone

methylprednisolone acetate

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

17-hydroxy-pregn-4-ene-3,11,20-trione

Downstream raw materials:

methylprednisolone acetate

Refernces

• 1、 Kane,Tsuji. "Radiolytic degradation scheme for 60Co-irradiated corticosteroids". . p. 30 - 35. Retrieved 2007/10/02.