5alpha-Androstane

Base Information

• Chemical Name: 5alpha-Androstane
• CAS No.: 438-22-2
• Molecular Formula: C19H32
• Molecular Weight: 260.463
• Hs Code.: 29372290
• European Community (EC) Number: 207-116-2
• NSC Number: 49000
• UNII: KT649U81FE
• DSSTox Substance ID: DTXSID2036532
• Nikkaji Number: J36.716H
• Wikidata: Q23928166
• Metabolomics Workbench ID: 35338
• Mol file: 438-22-2.mol

Synonyms:5 alpha-androstane;androstane;androstane, (5alpha)-isomer;androstane, (5beta)-isomer

Chemical Property of 5alpha-Androstane

Chemical Property:

• Vapor Pressure: 0.000224mmHg at 25°C
• Melting Point: 50-50.5°
• Boiling Point: 336°Cat760mmHg
• Flash Point: 145.9°C
• PSA: 0.00000
• Density: 0.95g/cm³
• LogP: 5.80930
• Storage Temp.: room temp
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 260.250401021
• Heavy Atom Count: 19
• Complexity: 359

Purity/Quality:

99%, ^*data from raw suppliers

5α-Androstane ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,Xn
• Statements: 45-23/24/25-36/37/38-43-63-67-40
• Safety Statements: 53-23-24/25-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Biochemical Research
• Canonical SMILES: CC12CCCC1C3CCC4CCCCC4(C3CC2)C
• Isomeric SMILES: C[C@@]12CCC[C@H]1[C@@H]3CC[C@H]4CCCC[C@@]4([C@H]3CC2)C

Technology Process of 5alpha-Androstane

There total 38 articles about 5alpha-Androstane 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: 86.0%

17-iodo-5α-androst-16-ene (26313-26-8) + phosphonic acid diethyl ester (762-04-9) → (5α)-androstane (438-22-2,28805-72-3) + Δ16-androstene (6618-43-5) + diethyl androst-16-ene-17-phosphonate

Guidance literature:

With triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; at 110 ℃; for 20h;

DOI:10.1016/0039-128X(95)00121-6

Reference yield: 83.0%

diisopropyl hydrogenphosphonate (1809-20-7) + 17-iodo-5α-androst-16-ene (26313-26-8) → (5α)-androstane (438-22-2,28805-72-3) + Δ16-androstene (6618-43-5) + diisopropyl androst-16-ene-17-phosphonate

Guidance literature:

With triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; at 110 ℃; for 20h; Product distribution; Mechanism; var. of catalyst, amine, ratio, temp., time, further in solvents;

DOI:10.1016/0039-128X(95)00121-6

Reference yield: 81.0%

13β,14β-methano-18-nor-5α-androstane → 5α,14β-androstane (438-22-2,438-23-3,1757-51-3,3986-82-1,4030-91-5,10085-13-9,13077-81-1,15885-55-9,22511-92-8,24887-75-0,35457-05-7,28805-72-3)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at -20 ℃; for 2h;

DOI:10.1002/chem.201502148

upstream raw materials:

androstanedione

diisopropyl hydrogenphosphonate

17-iodo-5α-androst-16-ene

Dimethyl phosphite

Downstream raw materials:

5alpha-androstan-17-one

5α-Androstan-6α-ol

12α-Acetoxy-5α-androstan

6α-Acetoxy-5α-androstan

Refernces

• 1、 Nagy, Emese,Heil, Balint,Toroes, Szilard. "Homogeneous catalytic hydroaminomethylation of steroids with aminoalcohols". . p. 101 - 105. Retrieved 2007/10/03.
• 2、 Bobbio,Bobbio. "Note concerning steroid-S-analogs: Preparation of 3.17-dimercapato-steroids". . p. 4241 - 4244. Retrieved 2007/10/13.