17beta-Hydroxy-5alpha-androst-2-ene-2-carboxaldehyde

Base Information

• Chemical Name: 17beta-Hydroxy-5alpha-androst-2-ene-2-carboxaldehyde
• CAS No.: 601-16-1
• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.457
• NSC Number: 65889
• DSSTox Substance ID: DTXSID301231067
• Nikkaji Number: J2.791.547G
• Wikidata: Q27148644
• Mol file: 601-16-1.mol

Synonyms:601-16-1;NSC65889;NSC 65889;2-Formyl-5-alpha-androst-2-en-17-beta-ol;17beta-Hydroxy-5alpha-androst-2-ene-2-carboxaldehyde;17-beta-Hydroxy-5-alpha-androst-2-ene-2-carboxaldehyde;5-alpha-ANDROST-2-ENE-2-CARBOXALDEHYDE, 17-beta-HYDROXY-;CHEBI:79540;DTXSID301231067;NSC-65889;LS-19422;17beta-Hydroxy-5alpha-androsta-2-ene-2-carbaldehyde;Q27148644;(5alpha,17beta)-17-Hydroxyandrost-2-ene-2-carboxaldehyde

Chemical Property of 17beta-Hydroxy-5alpha-androst-2-ene-2-carboxaldehyde

Chemical Property:

• Vapor Pressure: 3.57E-09mmHg at 25°C
• Boiling Point: 429.4°C at 760 mmHg
• Flash Point: 183.2°C
• PSA: 37.30000
• Density: 1.124g/cm³
• LogP: 4.12520
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 302.224580195
• Heavy Atom Count: 22
• Complexity: 510

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4C3(CC(=CC4)C=O)C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CC[C@@H]4[C@@]3(CC(=CC4)C=O)C

Technology Process of 17beta-Hydroxy-5alpha-androst-2-ene-2-carboxaldehyde

There total 4 articles about 17beta-Hydroxy-5alpha-androst-2-ene-2-carboxaldehyde 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:

2-Methoxymethylen-5α-androstandiol-(3β,17β) (95743-32-1) → 2-Formyl-androsten-(2)-ol-(17β) (601-16-1)

Guidance literature:

With hydrogenchloride; In acetone;

DOI:10.1021/jm00338a018

Reference yield:

17β-hydroxy-2-((Ξ)-methoxymethylen)-5α-androstan-3-one (1098-10-8) → 2-Formyl-androsten-(2)-ol-(17β) (601-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / methanol

2: aq. HCl / acetone

With hydrogenchloride; sodium tetrahydroborate; In methanol; acetone;

DOI:10.1021/jm00338a018

Reference yield:

→ (10S,13S,17S)-17-Hydroxy-10,13-dimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-2-carbaldehyde (601-16-1,21067-57-2)

Guidance literature:

2-Methoxymethylen-androstan-3β,17β-diol, HCl;

upstream raw materials:

2-Methoxymethylen-5α-androstandiol-(3β,17β)

17β-hydroxy-2-((Ξ)-methoxymethylen)-5α-androstan-3-one

Downstream raw materials:

C₂₆H₄₁NO

2-Methyl-17β-acetoxy-5α-androst-2-en

2-Hydroxymethyl-androsten-(2)-ol-(17β)