Testosterone isobutyrate

Base Information

• Chemical Name: Testosterone isobutyrate
• CAS No.: 1169-49-9
• Molecular Formula: C23H34O3
• Molecular Weight: 358.521
• European Community (EC) Number: 214-622-7
• UNII: H0KNQ242J5
• DSSTox Substance ID: DTXSID70151573
• Nikkaji Number: J203.427A
• Wikipedia: Testosterone_isobutyrate
• Wikidata: Q27279416
• NCI Thesaurus Code: C1248
• Mol file: 1169-49-9.mol

Synonyms:Perandren M;testosterone isobutyrate

Chemical Property of Testosterone isobutyrate

Chemical Property:

• Vapor Pressure: 9.72E-09mmHg at 25°C
• Refractive Index: 1.533
• Boiling Point: 462.6 °C at 760 mmHg
• Flash Point: 198.8 °C
• PSA: 43.37000
• Density: 1.09 g/cm³
• LogP: 5.08610
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 358.25079494
• Heavy Atom Count: 26
• Complexity: 648

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)OC1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C
• Isomeric SMILES: CC(C)C(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
• Uses: Testosterone ester.

Technology Process of Testosterone isobutyrate

There total 5 articles about Testosterone isobutyrate 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: 60.0%

testosterone (58-22-0) + isobutyryl chloride (79-30-1) → Testosterone 2-methyl propanoate (1169-49-9)

Guidance literature:

In pyridine;

DOI:10.1016/S0039-128X(85)80002-7

Reference yield:

isobutyric acid-(3β-hydroxy-androsten-(5)-yl-(17β)-ester) (52129-10-9) → Testosterone 2-methyl propanoate (1169-49-9)

Guidance literature:

With cyclohexanone; aluminum isopropoxide; In toluene;

Reference yield:

Isobutyric acid (3S,8R,9S,10R,13S,14S,17S)-3-acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester (52129-05-2) → Testosterone 2-methyl propanoate (1169-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / methanol; CH₂Cl₂

2: Al(OiPr)3, cyclohexanone / toluene

With potassium hydroxide; cyclohexanone; aluminum isopropoxide; In methanol; dichloromethane; toluene;

upstream raw materials:

pyridine

testosterone

2-Methylpropionic anhydride

isobutyric acid-(3β-hydroxy-androsten-(5)-yl-(17β)-ester)

Refernces

• 1、 Herz,Torres,Murillo,Cruz. "Potential long-acting contraceptive agents: Esters and ethers of testosterone with α- and/or β-chain branching". . p. 947 - 953. Retrieved 1985.