16-alpha,17-alpha-Epoxy-3-beta-hydroxy-16-beta-methylpregn-5-en-20-one

Base Information

• Chemical Name: 16-alpha,17-alpha-Epoxy-3-beta-hydroxy-16-beta-methylpregn-5-en-20-one
• CAS No.: 1922-48-1
• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.494
• European Community (EC) Number: 217-651-3
• Mol file: 1922-48-1.mol

Synonyms:Ambiguanol;1922-48-1;16-alpha,17-alpha-Epoxy-3-beta-hydroxy-16-beta-methylpregn-5-en-20-one;EINECS 217-651-3;NSC 166501;1-[(1R,2S,4R,6S,7S,10S,11R,14S)-14-hydroxy-4,7,11-trimethyl-5-oxapentacyclo[8.8.0.02,7.04,6.011,16]octadec-16-en-6-yl]ethanone;16beta-Methyl-16alpha,17alpha-epoxypregnenolone;1-(14-Hydroxy-4,7,11-trimethyl-5-oxapentacyclo[8.8.0.02,7.04,6.011,16]octadec-16-en-6-yl)ethanone;Pregn-5-en-20-one, 16,17-epoxy-3-hydroxy-16-methyl-, (3.beta.,16.beta.)-

Chemical Property of 16-alpha,17-alpha-Epoxy-3-beta-hydroxy-16-beta-methylpregn-5-en-20-one

Chemical Property:

• Vapor Pressure: 1.73E-10mmHg at 25°C
• Boiling Point: 462.3°C at 760 mmHg
• Flash Point: 156.2°C
• PSA: 49.83000
• Density: 1.17g/cm³
• LogP: 4.03670
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 344.23514488
• Heavy Atom Count: 25
• Complexity: 683

Purity/Quality:

97% ^*data from raw suppliers

16BETA-METHYL-16ALPHA,17ALPHA-EPOXYPREGNENOLONE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C12C3(CCC4C(C3CC1(O2)C)CC=C5C4(CCC(C5)O)C)C
• Isomeric SMILES: CC(=O)[C@]12[C@]3(CC[C@H]4[C@H]([C@@H]3C[C@]1(O2)C)CC=C5[C@@]4(CC[C@@H](C5)O)C)C

Technology Process of 16-alpha,17-alpha-Epoxy-3-beta-hydroxy-16-beta-methylpregn-5-en-20-one

There total 3 articles about 16-alpha,17-alpha-Epoxy-3-beta-hydroxy-16-beta-methylpregn-5-en-20-one 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:

→ 3β-Hydroxy-16β-methyl-16α,17α-oxido-Δ5-pregnenon-20 (1922-48-1,2543-14-8)

Guidance literature:

3β-Acetoxy-16-methylpregna-5,16-dien-20-on, konz.aq.NaOH, H2O2, sd.EtOH;

Reference yield:

16α,17α-Epoxy-3β-acetoxy-16β-methylpregn-5-en-20-one (14105-35-2) → 16β-methyl-16α,17α-epoxypregnenolone (2543-14-8,1922-48-1) + 3β-acetoxy-16α-methyl-16β,21-epoxypregn-5-en-17α-ol-20-one (122097-67-0) + 20,20-dimethoxy-16β-methyl-16α,17α-epoxypregn-5-ene-3β,21-diol 3-acetate (121238-08-2) + Acetic acid 2-((3S,8R,9S,10R,13S,14S,16R,17S)-3-acetoxy-10,13,16-trimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-20-oxa-cyclopropa[16,17]cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester (96004-31-8)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1007/BF00959895

Reference yield:

→ 16α-Methyl-16β,17β-oxido-14β,17α-pregn-5-en-3β-ol-20-on (1922-48-1,2543-14-8)

Guidance literature:

3β-Acetoxy-16-methylpregna-5,16-dien-20-on (VII), aq.H2O2, MeOH, NaOH <20grad;

upstream raw materials:

16α,17α-Epoxy-3β-acetoxy-16β-methylpregn-5-en-20-one

Downstream raw materials:

17α-Hydroxy-3β-acetoxy-16-methyl-Δ^5,15-pregnadienon-(20)

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