17R-Drospirenone

Base Information

• Chemical Name: 17R-Drospirenone
• CAS No.: 93920-59-3
• Molecular Formula: C₂₄H₃₀O₃
• Molecular Weight: 366.5
• ChEMBL ID: CHEMBL3186202
• DSSTox Substance ID: DTXSID30860831
• Wikidata: Q105162418
• Mol file: 93920-59-3.mol

Synonyms:6a,7a-Drospirenone;17R-Drospirenone;CHEMBL3186202;DTXSID30860831;5a,7a-dimethyl-1,1a,5,5a,5b,6,7,7a,8a,9,9a,9b,9c,9d-tetradecahydro-3'H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2'-furan]-3,5'(4H,4'H)-dione;93920-59-3;LS-15057;FT-0667800;FT-0667802;(2'S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,8dR,9aR)-4a,6a-dimethyl-4,4a,4b,5,6,6a,7a,8,8a,8b,8c,8d,9,9a-tetradecahydro-3'H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-7,2'-furan]-2,5'(3H,4'H)-dione

Chemical Property of 17R-Drospirenone

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 366.21949481
• Heavy Atom Count: 27
• Complexity: 828

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1C3CC3C4C2CCC5(C4C6CC6C57CCC(=O)O7)C

Technology Process of 17R-Drospirenone

There total 59 articles about 17R-Drospirenone 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: 92.62%

C26H38O5 (1248589-68-5) → dihydrospirorenone (90457-65-1,93920-59-3,67372-75-2,67392-87-4)

Guidance literature:

C₂₆H₃₈O₅; With potassium hydroxide; In methanol; water; at 60 ℃; for 2.5h; Reflux;

With water; acetic acid; In methanol; at 50 - 60 ℃; Product distribution / selectivity; Cooling with ice;

Reference yield: 90.0%

6β,7β;15β,16β-dimethylene-3-oxo-17α-pregn-4,20-diene-21,17-carbolactone → dihydrospirorenone (90457-65-1,93920-59-3,67372-75-2,67392-87-4)

Guidance literature:

With hydrogen; platinum on carbon; In ethyl acetate; for 1h; under 75.0075 Torr; Inert atmosphere;

Reference yield: 82.0%

6β,7β;15β,16β-bismethylene-3-oxoandrost-4-ene[17(β-1')spiro-5']-perhydrofuran-2'ε-ol methyl ether (889652-27-1) → dihydrospirorenone (90457-65-1,93920-59-3,67372-75-2,67392-87-4)

Guidance literature:

6β,7β;15β,16β-bismethylene-3-oxoandrost-4-ene[17(β-1')spiro-5']-perhydrofuran-2'ε-ol methyl ether; With Jones reagent; In acetone; at 0 - 5 ℃; for 1h;

With isopropyl alcohol; In water; acetone; at 0 - 5 ℃; for 0.5h; Product distribution / selectivity;

upstream raw materials:

17α-(3-hydroxypropyl)-6β,7β;15β,16β-dimethylene-5β-androstane-3β,5,17β-triol

3-(17β-hydroxy-6β,7β;15β,16β-dimethylene-3-oxo-4-androstene-17β-yl)propionic acid γ-lactone

C₂₅H₃₀O₅

3β-hydorxy-15β,16β-methylene androst-5-ene-17-one

Downstream raw materials:

7β-chloromethyl-15β,16β-methylene-3-oxo-17β-pregn-4-ene-21,17-carbolactone

7β-chloromethyl-15β,16β-methylene-3-oxo-17α-pregn-4-ene-21,17-carbolactone

Spirorenone