(3beta,20s)-20-Formyl-3-hydroxy-5-pregnene

Base Information

• Chemical Name: (3beta,20s)-20-Formyl-3-hydroxy-5-pregnene
• CAS No.: 53906-49-3
• Molecular Formula: C₂₂H₃₄O₂
• Molecular Weight: 330.511
• DSSTox Substance ID: DTXSID90574467
• Wikidata: Q82463512
• Mol file: 53906-49-3.mol

Synonyms:53906-49-3;(2S)-2-[(3S,8S,9S,10R,13S,14S,17R)-3-Hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]propanal;(3beta,20s)-20-Formyl-3-hydroxy-5-pregnene;DTXSID90574467

Chemical Property of (3beta,20s)-20-Formyl-3-hydroxy-5-pregnene

Chemical Property:

• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 330.255880323
• Heavy Atom Count: 24
• Complexity: 552

Purity/Quality:

97% ^*data from raw suppliers

(3β,20S)-20-Formyl-3-hydroxy-5-pregnene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C=O)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
• Isomeric SMILES: C[C@H](C=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
• Uses: (3β,20S)-20-Formyl-3-hydroxy-5-pregnene is a compound used in studies of various azasterols as potential anti-trypnaosomal and anti-leishmanial agents.

Technology Process of (3beta,20s)-20-Formyl-3-hydroxy-5-pregnene

There total 17 articles about (3beta,20s)-20-Formyl-3-hydroxy-5-pregnene 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: 90.0%

(20S)-3β-acetoxybisnorchol-5-en-22-al (10211-88-8) → 3β-ol-23,24-bisnor-chol-5-en-22-al hemihydrochloride (53906-49-3)

Guidance literature:

With water; potassium carbonate; In methanol; Inert atmosphere;

DOI:10.1016/j.bmc.2009.06.062

Reference yield: 87.23%

stigmasterol, trimethylsilyl ether → 3β-ol-23,24-bisnor-chol-5-en-22-al hemihydrochloride (53906-49-3)

Guidance literature:

stigmasterol, trimethylsilyl ether; With ozone; In dichloromethane; at -70 ℃; for 2h;

With acetic acid; zinc; In dichloromethane; at 20 ℃; for 3h; Temperature;

Reference yield: 62.0%

5α,6β-dibromostigmast-22-en-3β-(2-tetrahydropyranyl)ether (497841-91-5) → 3β-ol-23,24-bisnor-chol-5-en-22-al hemihydrochloride (53906-49-3)

Guidance literature:

5α,6β-dibromostigmast-22-en-3β-(2-tetrahydropyranyl)ether; With ozone;

With acetic acid; zinc; at 20 ℃;

DOI:10.1016/S0039-128X(02)00059-4

upstream raw materials:

(20S)-3β-acetoxybisnorchol-5-en-22-al

(3S,8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-17-[(Z)-1-methyl-2-(2-trimethylsilanyl-ethoxy)-vinyl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

(3S,8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-17-[(E)-1-methyl-2-(2-trimethylsilanyl-ethoxy)-vinyl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

5α,6β-dibromostigmast-22-en-3β-(2-tetrahydropyranyl)ether

Downstream raw materials:

(S)-2-[(3S,8S,9S,10R,13S,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propionaldehyde

24-methylene cholesterol

E/Z-cholesta-5,22-dien-3β-ol

26,27-dinorergost-5-ene-3β,24-diol