3-beta-Hydroxy-17-beta-(N-methyl-N-aminoethylamino)-5-alpha-androstane

Base Information

• Chemical Name: 3-beta-Hydroxy-17-beta-(N-methyl-N-aminoethylamino)-5-alpha-androstane
• CAS No.: 126061-67-4
• Molecular Formula: C₂₂H₄₀N₂O
• Molecular Weight: 348.572
• DSSTox Substance ID: DTXSID30925393
• Wikidata: Q76279623
• Mol file: 126061-67-4.mol

Synonyms:BRN 4189759;3-beta-Hydroxy-17-beta-(N-methyl-N-aminoethylamino)-5-alpha-androstane;126061-67-4;Androstan-3-ol, 17-((2-aminoethyl)methylamino)-, (3-beta,5-alpha,17-beta)-;DTXSID30925393;LS-19364;17-[(2-Aminoethyl)(methyl)amino]androstan-3-ol;3b-hydroxy-17b-(N-methyl-N-aminoethylamino)-5a-androstane

Chemical Property of 3-beta-Hydroxy-17-beta-(N-methyl-N-aminoethylamino)-5-alpha-androstane

Chemical Property:

• Vapor Pressure: 2.77E-10mmHg at 25°C
• Boiling Point: 457.3°Cat760mmHg
• Flash Point: 230.3°C
• Density: 1.06g/cm³
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 348.314063904
• Heavy Atom Count: 25
• Complexity: 496

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2CCC4(C3CCC4N(C)CCN)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@@H]4N(C)CCN)C)O

Technology Process of 3-beta-Hydroxy-17-beta-(N-methyl-N-aminoethylamino)-5-alpha-androstane

There total 3 articles about 3-beta-Hydroxy-17-beta-(N-methyl-N-aminoethylamino)-5-alpha-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%

3β-hydroxy-17β-[N-methyl-N-(carbamoylmethyl)-amino]-5α-androstane → 3β-hydroxy-17β-(N-methyl-N-aminoethylamino)-5α-androstane (126061-67-4)

Guidance literature:

With lithium aluminium tetrahydride; In 1,4-dioxane; for 24h; Heating;

DOI:10.1007/s10600-006-0110-x

Reference yield: 81.0%

3β-hydroxy-17β-(N-methyl-N-cyanomethylamino)-5α-androstane (126054-42-0) → 3β-hydroxy-17β-(N-methyl-N-aminoethylamino)-5α-androstane (126061-67-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1.5h; Heating;

DOI:10.1007/BF00764701

Reference yield:

3β-Hydroxy-17β-(N-methylamino)-5α-androstane (94763-57-2) → 3β-hydroxy-17β-(N-methyl-N-aminoethylamino)-5α-androstane (126061-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / Na₂CO₃ / dimethylformamide / 10 h / 80 - 90 °C

2: 86 percent / LiAlH₄ / dioxane / 24 h / Heating

With lithium aluminium tetrahydride; sodium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1007/s10600-006-0110-x

upstream raw materials:

3β-hydroxy-17β-(N-methyl-N-cyanomethylamino)-5α-androstane

3β-Hydroxy-17β-(N-methylamino)-5α-androstane

Refernces

• 1、 Merlani, M. I.,Sladkov, V. I.,Parshin, V. A.,Men'shova, N. I.,Levina, I. I.,Suvorov, N. N.. "SYNTHESIS AMD PHARMACOLOGY OF 17-AMINO-5-&α-ANDROSTANE-3-OL DERIVATIVES". . p. 950 - 954. Retrieved 2007/10/02.