Silandrone

Base Information

• Chemical Name: Silandrone
• CAS No.: 5055-42-5
• Molecular Formula: C22H36 O2 Si
• Molecular Weight: 360.612
• European Community (EC) Number: 225-755-5
• NSC Number: 95147
• UNII: YY7GL3CCE9
• DSSTox Substance ID: DTXSID60884126
• Nikkaji Number: J8.804H
• Wikipedia: Silandrone
• Wikidata: Q76005756
• NCI Thesaurus Code: C95975
• ChEMBL ID: CHEMBL485687
• Mol file: 5055-42-5.mol

Synonyms:Silandrone;O-Trimethylsilyltestosterone;5055-42-5;Silandrona;Testosterone trimethylsilyl ether;Silandronum;SC-16148;Silandrone [USAN:INN];Silandronum [INN-Latin];UNII-YY7GL3CCE9;NSC 95147;YY7GL3CCE9;Silandrona [INN-Spanish];Androst-4-en-3-one, 17-[(trimethylsilyl)oxy]-, (17.beta.)-;Androst-4-en-3-one, 17.beta.-(trimethylsiloxy)-;EINECS 225-755-5;17beta-(Trimethylsiloxy)testosterone;NSC-95147;17.beta.-(Trimethylsiloxy)testosterone;SC 16148;17beta-(Trimethylsiloxy)androst-4-en-3-one;17.beta.-(Trimethylsiloxy)androst-4-en-3-one;Testosterone, TMS derivative;(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-17-trimethylsilyloxy-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one;Androst-4-en-3-one, 17-((trimethylsilyl)oxy)-, (17beta)-;ANDROST-4-EN-3-ONE, 17-((TRIMETHYLSILYL)OXY)-, (17.BETA.)-;SILANDRONE [INN];Silandrone (USAN/INN);SILANDRONE [USAN];C22H36O2Si;17-[(Trimethylsilyl)oxy]androst-4-en-3-one, (17.beta.)-;SCHEMBL634806;CHEMBL485687;DTXSID60884126;CHEBI:177400;NSC95147;HY-U00052;AKOS040758165;CS-6646;D05837;Androst-4-en-3-one, 17beta-(trimethylsiloxy)-;Q7514072

Chemical Property of Silandrone

Chemical Property:

• Vapor Pressure: 1.56E-07mmHg at 25°C
• Melting Point: 130 - 132
• Boiling Point: 428.1°C at 760 mmHg
• Flash Point: 176.7°C
• PSA: 26.30000
• Density: 1.03g/cm³
• LogP: 5.73840
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 360.248456921
• Heavy Atom Count: 25
• Complexity: 604

Purity/Quality:

99% ^*data from raw suppliers

O-TRIMETHYLSILYLTESTOSTERONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O[Si](C)(C)C)CCC4=CC(=O)CCC34C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O[Si](C)(C)C)CCC4=CC(=O)CC[C@]34C

Technology Process of Silandrone

There total 5 articles about Silandrone 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: 97.0%

trimethylsilyl formate (18243-21-5) + testosterone (58-22-0) → testosteroxytrimethylsilane (5055-42-5)

Guidance literature:

With [Ru(κ¹-OAc)(κ²-OAc)(κ³-1,1,1-tris(diphenylphosphinomethyl)ethane)]; In acetonitrile; at 70 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c7cc05212j

Reference yield: 96.0%

chloro-trimethyl-silane (75-77-4) + testosterone (58-22-0) → testosteroxytrimethylsilane (5055-42-5)

Guidance literature:

With pyridine; In benzene; 1.) room temperature, 1 h, 2.) 80 deg C, 2 h;

DOI:10.1002/jps.2600770205

Reference yield:

→ testosteroxytrimethylsilane (5055-42-5)

Guidance literature:

/BRN= 915399/, CH3CH(OTMS)-NHSiMe3/Bzl. (48h 20grad);

upstream raw materials:

chloro-trimethyl-silane

testosterone

trimethylsilyl formate

Refernces

• 1、 Chauvier, Clément,Godou, Timothé,Cantat, Thibault. "Silylation of O-H bonds by catalytic dehydrogenative and decarboxylative coupling of alcohols with silyl formates". supporting information. p. 11697 - 11700. Retrieved 2017/11/03.
• 2、 Lissel, M.,Weiffen, J. "PHASE TRANSFER CATALYSIS FOR THE PREPARATION OF TRIMETHYLSILYL AND TERT-BUTYLDIMETHYL ETHERS". . p. 545 - 550. Retrieved 2007/10/02.