17beta-Aminoandrosta-5-ene-3beta-ol

Base Information

• Chemical Name: 17beta-Aminoandrosta-5-ene-3beta-ol
• CAS No.: 4350-66-7
• Molecular Formula: C19H31 N O
• Molecular Weight: 289.461
• NSC Number: 76618
• DSSTox Substance ID: DTXSID70963017
• Nikkaji Number: J1.251.145K
• Wikidata: Q82944818
• ChEMBL ID: CHEMBL1076435
• Mol file: 4350-66-7.mol

Synonyms:4350-66-7;17-aminoandrost-5-en-3-ol;NSC76618;SCHEMBL512670;CHEMBL1076435;DTXSID70963017;NSC-76618;17beta-amino-3beta-hydroxyandrost-5-ene;Androst-5-en-3-ol, (3.beta.,17.beta.)-

Chemical Property of 17beta-Aminoandrosta-5-ene-3beta-ol

Chemical Property:

• Vapor Pressure: 1.26E-08mmHg at 25°C
• Boiling Point: 415.1°C at 760 mmHg
• Flash Point: 204.9°C
• Density: 1.09g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 289.240564612
• Heavy Atom Count: 21
• Complexity: 472

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2N)CC=C4C3(CCC(C4)O)C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2N)CC=C4[C@@]3(CC[C@@H](C4)O)C

Technology Process of 17beta-Aminoandrosta-5-ene-3beta-ol

There total 29 articles about 17beta-Aminoandrosta-5-ene-3beta-ol 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%

DHEA 17-E-methyloxime (1033264-81-1) → 17β-Aminoandrost-5-en-3β-ol (4350-66-7)

Guidance literature:

DHEA 17-E-methyloxime; With ammonia; lithium; In tetrahydrofuran; isopropyl alcohol; at -50 ℃; for 8h; Inert atmosphere;

With water; at 20 ℃; for 2h;

Reference yield: 92.0%

N-((3S,8R,9S,10R,13S,14S,17S)-3-((tertbutyldimethylsilyl)oxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methylpropane-2-sulfinamide → 17β-Aminoandrost-5-en-3β-ol (4350-66-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol; dichloromethane; water; at 20 ℃; for 4h;

DOI:10.1016/j.ejmech.2019.02.025

Reference yield: 84.3%

3β-acetoxy-androst-5-en-17-one oxime (84368-89-8,106294-20-6,119907-02-7,21063-30-9) → 17β-Aminoandrost-5-en-3β-ol (4350-66-7)

Guidance literature:

With pentan-1-ol; sodium; Heating;

upstream raw materials:

3β-acetoxyetienic acid

17β-acetamidoandrost-5-en-3β-ol acetate

17β-formylamino-androst-5-en-3β-ol

3β-acetoxy-androst-5-en-17-one oxime

Downstream raw materials:

17β-(N-2-chloroethyl-N'-nitrosoureyl)-5-androsten-3β-ol

[2-((3S,8R,9S,10R,13S,14S,17S)-3-Hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ylcarbamoyl)-ethyl]-carbamic acid benzyl ester

17β-(N-Carbobenzoxy-L-leucinamido)-5-androsten-3β-ol

dehydroepiandrosterone

Refernces

• 1、 Cui, Jianguo,Wei, Meizhen,Pang, Liping,Gan, Chunfang,Xiao, Junan,Shi, Haixin,Zhan, Junyan,Liu, Zhiping,Huang, Yanmin. "Synthesis and antiproliferative evaluation of novel steroid-benzisoselenazolone hybrids". . . Retrieved 2019/10/04.
• 2、 Bume, Desta Doro,Harry, Stefan Andrew,Pitts, Cody Ross,Lectka, Thomas. "Sensitized Aliphatic Fluorination Directed by Terpenoidal Enones: A "visible Light" Approach". . p. 1565 - 1575. Retrieved 2018/02/09.