Mecigestone

Base Information

• Chemical Name: Mecigestone
• CAS No.: 58212-84-3
• Molecular Formula: C₂₆H₃₈O₂
• Molecular Weight: 382.587
• UNII: N3UWJ2K7NF
• DSSTox Substance ID: DTXSID30973778
• Nikkaji Number: J418.717B
• Wikipedia: Mecigestone
• Wikidata: Q28151361
• Mol file: 58212-84-3.mol

Synonyms:6alpha-methyl,16alpha,17alpha-cyclohexanoprogesterone;pentarane B

Chemical Property of Mecigestone

Chemical Property:

• Vapor Pressure: 3.11E-10mmHg at 25°C
• Boiling Point: 502.7°Cat760mmHg
• Flash Point: 185.8°C
• PSA: 34.14000
• Density: 1.08g/cm³
• LogP: 6.13980
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 382.287180451
• Heavy Atom Count: 28
• Complexity: 750

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2C(CCC3(C2CC4C3(CCCC4)C(=O)C)C)C5(C1=CC(=O)CC5)C
• Isomeric SMILES: C[C@H]1C[C@@H]2[C@H](CC[C@]3([C@H]2C[C@@H]4[C@]3(CCCC4)C(=O)C)C)[C@@]5(C1=CC(=O)CC5)C

Technology Process of Mecigestone

There total 7 articles about Mecigestone 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: 73.0%

(4aR,4bS,6aS,6bS,10aR,11aS,11bR)-6b-Acetyl-4a,6a-dimethyl-13-methylene-3,4,4a,4b,5,6,6a,6b,7,8,9,10,10a,11,11a,11b,12,13-octadecahydro-indeno[2,1-a]phenanthren-2-one → 6α-methyl-16α,17α-cyclohexanoprogesterone (58212-84-3)

Guidance literature:

With palladium on activated charcoal; cyclohexene; In ethanol; for 28h; Heating;

DOI:10.1007/BF02496229

Reference yield:

6β-Methyl-16α,17α-cyclohexanopregnan-5α-ol-3,20-dione (58212-54-7,61664-44-6) → 6α-methyl-16α,17α-cyclohexanoprogesterone (58212-84-3)

Guidance literature:

With hydrogenchloride; In ethanol; for 2h; Yield given; Heating;

DOI:10.1007/BF01156378

Reference yield:

16α,17α-cyclohexanoprogesterone (38522-51-9) → 6α-methyl-16α,17α-cyclohexanoprogesterone (58212-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / AcONa, POCl₃ / CHCl₃ / 0.75 h / 65 - 70 °C

2: 73 percent / Pd/C, cyclohexene / ethanol / 28 h / Heating

With palladium on activated charcoal; sodium acetate; cyclohexene; trichlorophosphate; In ethanol; chloroform;

DOI:10.1007/BF02496229

upstream raw materials:

6β-Methyl-16α,17α-cyclohexanopregnan-5α-ol-3,20-dione

16α,17α-cyclohexanoprogesterone

16α,17α-Cyclohexanopregn-5-en-3β-ol-20-one acetate

1-((2S,4aR,4bS,6aS,6bS,10aR,11aS,11bS,13R,13aS)-2,13a-Dihydroxy-4a,6a,13-trimethyl-icosahydro-indeno[2,1-a]phenanthren-6b-yl)-ethanone