dodecahydro-1H-cyclopenta

Base Information

• Chemical Name: dodecahydro-1H-cyclopenta
• CAS No.: 58-18-4
• Molecular Formula: C20H30O2
• Molecular Weight: 302.457
• Hs Code.: 29372900
• European Community (EC) Number: 200-366-3
• Wikipedia: Methyltestosterone
• Mol file: 58-18-4.mol

Synonyms:dodecahydro-1H-cyclopenta;17-Methyltestosterone,(S);[a]phenanthren-3(2H)-one;(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one;58-18-4;(8R,9S,10R,13S,14S,17S)-17-hydroxy-;10,13,17-trimethyl-6,7,8,9,10,11,

Chemical Property of dodecahydro-1H-cyclopenta

Chemical Property:

• Appearance/Colour: white to slightly yellowish-white crystalline
• Vapor Pressure: 2.28E-09mmHg at 25°C
• Melting Point: 162-168 °C(lit.)
• Refractive Index: 1.556
• Boiling Point: 434.4 °C at 760 mmHg
• PKA: 15.13±0.60(Predicted)
• Flash Point: 185.3 °C
• PSA: 37.30000
• Density: 1.1 g/cm³
• LogP: 4.26930
• Storage Temp.: 2-8°C
• Solubility.: H2O: ≤0.5 mg/mL
• Water Solubility.: 33.88mg/L(25 oC)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 302.224580195
• Heavy Atom Count: 22
• Complexity: 550

Purity/Quality:

99% ^*data from raw suppliers

Methyltestosterone United States Pharmacopeia (USP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn,Xi,F
• Hazard Codes: T,Xn,F,Xi
• Statements: 45-63-22-20-19-11-61-60-36/37/38-38-10
• Safety Statements: 53-36/37-45-24/25-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2CCC4(C3CCC4(C)O)C
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@@H]3CC[C@]4(C)O)C
• Description: Methyltestosterone is a synthetic analog of testosterone that possesses all of the properties of testosterone, exhibiting stimulatory action on the development of male sex organs and secondary sex characteristics, although it is not degraded by enzymes in the gastrointestinal tract, and therefore it can only be taken orally
• Uses: Androgen. It has been used as an androgenic agent. Controlled substance (anabolic steroid). It is used for the same indications as testosterone for sexual underdevelopment, functional problems of the reproductive system, and the vascular nerve disorders associated with climacteric problems in men. It is also used for dysfunctional uterine bleeding in premenopausal and menopausal women as well as for breast and ovarian cancer.
• Therapeutic Function: Androgen

Technology Process of dodecahydro-1H-cyclopenta

There total 40 articles about dodecahydro-1H-cyclopenta 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: 100.0%

(8R,9S,10R,13S,14S,17S)-10,13,17-Trimethyl-17-(tetrahydro-furan-2-yloxy)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one (111222-36-7) → 17-methyltestosterone (58-18-4)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; for 1h; Ambient temperature;

DOI:10.1055/s-1987-27903

Reference yield: 93.0%

methylandrostenediol (521-10-8) → 17-methyltestosterone (58-18-4)

Guidance literature:

With <(C4Ph4COHOCC4Ph4)(μ-H)><(CO)4Ru2>; acetone; at 56 ℃; for 18h;

DOI:10.1021/jo960361q

Reference yield: 81.6%

C22H34O2 → 17-methyltestosterone (58-18-4)

Guidance literature:

With hydrogenchloride; In water; toluene; at 60 - 65 ℃; Solvent; Reagent/catalyst;

upstream raw materials:

pyridine

methylandrostenediol

trityl chloride

3-ethoxyandrosta-3,5-dien-17-one

Downstream raw materials:

ZIN⁽²²³⁾C₀₅₄₅₁

mestanolone

metandienone

17-Methylene-4-androstene-3-one

Refernces

• 1、 -. "Preparation method of methyltestosterone". . . Retrieved 2017/08/27.
• 2、 Krizancic Bombek, Lidija,Lapornik, Ajda,Ukmar, Marjeta,Matis, Maja,Cresnar, Bronislava,Katalinic, Jasna Peter,Zakelj-Mavric, Marija. "Aspects of the progesterone response in Hortaea werneckii: Steroid detoxification, protein induction and remodelling of the cell wall". experimental part. p. 1465 - 1474. Retrieved 2009/04/06.