17-Methyl-5alpha-androstane-3beta,17beta-diol

Base Information

• Chemical Name: 17-Methyl-5alpha-androstane-3beta,17beta-diol
• CAS No.: 641-83-8
• Deprecated CAS: 119042-96-5
• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.489
• European Community (EC) Number: 211-377-8
• UNII: ZA9UE4Q47V
• DSSTox Substance ID: DTXSID801289130
• Nikkaji Number: J205.917G
• Wikidata: Q27295228
• Metabolomics Workbench ID: 146163
• Mol file: 641-83-8.mol

Synonyms:17-Methyl-5alpha-androstane-3beta,17beta-diol;641-83-8;UNII-ZA9UE4Q47V;NSC 118175;ZA9UE4Q47V;17Alpha-methyl-3beta,17beta-dihydroxy-5alpha-androstane;EINECS 211-377-8;(3S,5S,8R,9S,10S,13S,14S,17S)-10,13,17-trimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthrene-3,17-diol;5.alpha.-Androstane-3.beta.,17.beta.-diol, 17-methyl-;Androstane-3,17-diol, 17-methyl-, (3.beta.,5.alpha.,17.beta.)-;17.alpha.-Methyl-5.alpha.-androstane-3.beta.,17.beta.-diol;5ALPHA-ANDROSTAN-17ALPHA-METHYL-3BETA,17BETA-DIOL;NSC-118175;SCHEMBL16755270;DTXSID801289130;AKOS027378842;DB01513;5alpha-Androstane-3beta,17beta-diol, 17-methyl-;17alpha-Methyl-5alpha-androstane-3beta,17beta-diol;Q27295228;17-METHYL-ANDROST-4-ENE-3.BETA.,17.BETA.-DIOL;17.ALPHA.-METHYLANDROSTAN-3.BETA.-17.BETA.-DIOL;17beta-hydroxy-17alpha-methyl-5alpha-androstane-3beta-ol;17-METHYL-5.ALPHA.-ANDROSTANE-3.BETA.,17.BETA.-DIOL;17.ALPHA.-METHYLANDROST-4-ENE-3.BETA.,17.BETA.-DIOL;Androstane-3,17-diol, 17-methyl-, (3beta,5alpha,17beta)-;17.ALPHA.-METHYL-5.ALPHA.-ANDROSTAN-3.BETA.,17.BETA.-DIOL;17.ALPHA.-METHYL-17.BETA.-HYDROXY-5.ALPHA.-ANDROSTAN-3.BETA.-OL;17.ALPHA.-METHYL-3.BETA.,17.BETA.-DIHYDROXY-5.ALPHA.-ANDROSTANE;17.BETA.-HYDROXY-17.ALPHA.-METHYL-5.ALPHA.-ANDROSTAN-3.BETA.-OL;5.ALPHA.-ANDROSTANE-17.ALPHA.-METHYL-3.BETA.,17.BETA.-DIOL

Chemical Property of 17-Methyl-5alpha-androstane-3beta,17beta-diol

Chemical Property:

• Vapor Pressure: 9.7E-09mmHg at 25°C
• Melting Point: 206-209 °C
• Boiling Point: 418.1°C at 760 mmHg
• PKA: 15.12±0.70(Predicted)
• Flash Point: 184.4°C
• PSA: 40.46000
• Density: 1.069g/cm³
• LogP: 4.14100
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 306.255880323
• Heavy Atom Count: 22
• Complexity: 463

Purity/Quality:

99% ^*data from raw suppliers

17-METHYL-5ALPHA-ANDROSTANE-3BETA,17BETA-DIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2CCC4(C3CCC4(C)O)C)O
• Isomeric SMILES: C[C@]12CC[C@@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C)O)C)O

Technology Process of 17-Methyl-5alpha-androstane-3beta,17beta-diol

There total 18 articles about 17-Methyl-5alpha-androstane-3beta,17beta-diol 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: 42.0%

Acetic acid (3S,5S,8R,9S,10S,13S,14S,17S)-3-acetoxy-10,13,17-trimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester (113466-02-7) → 17alpha-methyl-5alpha-androstan-17beta-ol (1229-04-5) + ZIN(223)C05451 (641-82-7,641-84-9,4085-03-4,63088-07-3,63121-01-7,88729-24-2,88729-25-3,88729-26-4,88729-27-5,88980-24-9,103881-21-6,120925-80-6,641-83-8) + 3β-hydroxy-17β-methyl-5α-androstane (62172-06-9) + 17β-methyl-5α-androstane (25825-59-6)

Guidance literature:

With potassium Sodium; iso-butanol; Tris(3,6-dioxaheptyl)amine; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4039(00)95452-2

Reference yield: 36.0%

mestanolone (521-11-9,7241-35-2) → 17-methyl-5α-androstane-3α,17β-diol (641-82-7) + ZIN(223)C05451 (641-82-7,641-84-9,4085-03-4,63088-07-3,63121-01-7,88729-24-2,88729-25-3,88729-26-4,88729-27-5,88980-24-9,103881-21-6,120925-80-6,641-83-8)

Guidance literature:

for 336h; Rhodotorula mucilaginosa;

Reference yield: 21.0%

Acetic acid (3S,5S,8R,9S,10S,13S,14S,17S)-3-acetoxy-10,13,17-trimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester (113466-02-7) → ZIN(223)C05451 (641-82-7,641-84-9,4085-03-4,63088-07-3,63121-01-7,88729-24-2,88729-25-3,88729-26-4,88729-27-5,88980-24-9,103881-21-6,120925-80-6,641-83-8) + 3β-hydroxy-17β-methyl-5α-androstane (62172-06-9) + 17β-methyl-5α-androstane (25825-59-6)

Guidance literature:

With potassium Sodium; iso-butanol; 18-crown-6 ether; In tetrahydrofuran; Ambient temperature; var. cat.: tris(3,6-dioxaheptyl)amine;

DOI:10.1016/S0040-4039(00)95452-2

upstream raw materials:

methyl magnesium iodide

diethyl ether

Epiandrosterone

17-methyltestosterone

Downstream raw materials:

mestanolone

5α-17β-hydroxy-17α-methyl-Δ¹-androsten-3-one

17-methyltestosterone

Refernces

• 1、 Janeczko, Tomasz,Swizdor, Alina,Dmochowska-Gladysz, Jadwiga,Bialonska, Agata,Ciunik, Zbigniew,Kostrzewa-Suslow, Edyta. "Novel metabolites of dehydroepiandrosterone and progesterone obtained in Didymosphearia igniaria KCH 6670 culture". experimental part. p. 24 - 31. Retrieved 2012/10/08.
• 2、 Bose, Ajay K.,Mangiaracina, Pietro. "TRIS(3,6-DIOXAHEPTYL)AMINE: A SUPERIOR COMPLEXING AGENT FOR DISSOLVING METAL REACTIONS". . p. 2503 - 2506. Retrieved 2007/10/02.