17beta-Hydroxy-7alpha-methylestr-5-en-3-one acetate

Base Information

• Chemical Name: 17beta-Hydroxy-7alpha-methylestr-5-en-3-one acetate
• CAS No.: 54793-00-9
• Molecular Formula: C21H30O3
• Molecular Weight: 330.467
• DSSTox Substance ID: DTXSID60970134
• Nikkaji Number: J79.416C
• Mol file: 54793-00-9.mol

Synonyms:17 beta-hydroxy-7 alpha-methylestr-5-en-3-one acetate

Chemical Property of 17beta-Hydroxy-7alpha-methylestr-5-en-3-one acetate

Chemical Property:

• Vapor Pressure: 5.76E-08mmHg at 25°C
• Boiling Point: 440.7°C at 760 mmHg
• Flash Point: 191°C
• Density: 1.11g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 330.21949481
• Heavy Atom Count: 24
• Complexity: 592

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C=C2CC(=O)CCC2C3C1C4CCC(C4(CC3)C)OC(=O)C
• Isomeric SMILES: C[C@@H]1C=C2CC(=O)CC[C@@H]2[C@@H]3[C@@H]1[C@@H]4CC[C@@H]([C@]4(CC3)C)OC(=O)C

Technology Process of 17beta-Hydroxy-7alpha-methylestr-5-en-3-one acetate

There total 5 articles about 17beta-Hydroxy-7alpha-methylestr-5-en-3-one acetate 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:

ethereal methyllithium + 6-dehydro-19-nortestosterone acetate (2590-41-2) → 17β-hydroxy-7α-methyl-estr-5-en-3-one acetate (54793-00-9)

Guidance literature:

With copper(I) iodide; In tetrahydrofuran; benzene;

Reference yield:

19-nortestosterone (434-22-0) → 17β-hydroxy-7α-methyl-estr-5-en-3-one acetate (54793-00-9)

Guidance literature:

Multi-step reaction with 3 steps

1: AcCl

2: (i) NBS, Py, aq. NaOAc, AcOH, acetone, (ii) LiBr, Li₂CO₃, DMF

3: (i) CuI, Et₂O, (ii) /BRN= 3121674/, THF

With acetyl chloride;

DOI:10.1016/0039-128X(76)90136-7

Reference yield:

3,17β-diacetoxyoestra-3,5-diene (4999-76-2) → 17β-hydroxy-7α-methyl-estr-5-en-3-one acetate (54793-00-9)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) NBS, Py, aq. NaOAc, AcOH, acetone, (ii) LiBr, Li₂CO₃, DMF

2: (i) CuI, Et₂O, (ii) /BRN= 3121674/, THF

DOI:10.1016/0039-128X(76)90136-7

upstream raw materials:

6-dehydro-19-nortestosterone acetate

methyllithium

19-nortestosterone

3,17β-diacetoxyoestra-3,5-diene

Downstream raw materials:

7alpha-Methyl-19-nortestosterone acetate