5alpha-Stigmastane-3,6-dione

Base Information

• Chemical Name: 5alpha-Stigmastane-3,6-dione
• CAS No.: 22149-69-5
• Molecular Formula: C₂₉H₄₈O₂
• Molecular Weight: 428.699
• UNII: ZJ56JQ4CVD
• DSSTox Substance ID: DTXSID80944796
• Nikkaji Number: J83.551J
• Wikidata: Q72508913
• Mol file: 22149-69-5.mol

Synonyms:stigmastane-3,6-dione

Chemical Property of 5alpha-Stigmastane-3,6-dione

Chemical Property:

• Melting Point: 206-208 °C
• Boiling Point: 519.5±33.0 °C(Predicted)
• PSA: 34.14000
• Density: 0.984±0.06 g/cm3(Predicted)
• LogP: 7.49190
• XLogP3: 8.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 428.365430770
• Heavy Atom Count: 31
• Complexity: 695

Purity/Quality:

99% ^*data from raw suppliers

Stigmastane-3,6-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CCC(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CCC(=O)C4)C)C)C(C)C
• Isomeric SMILES: CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC(=O)[C@@H]4[C@@]3(CCC(=O)C4)C)C)C(C)C

Technology Process of 5alpha-Stigmastane-3,6-dione

There total 10 articles about 5alpha-Stigmastane-3,6-dione 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: 82.0%

(24R)-5α-stigmastane-3α,6β-diol (402593-59-3) → stigmastan-3,6-dione (77551-74-7,145985-32-6,22149-69-5)

Guidance literature:

With chromic acid; In acetone; for 0.333333h; Ambient temperature;

DOI:10.1007/BF00630433

Reference yield:

stigmast-4-ene-3,6-dione (23670-94-2,23671-20-7) → stigmastan-3,6-dione (77551-74-7,145985-32-6,22149-69-5)

Guidance literature:

With acetic acid; zinc;

DOI:10.1080/03736245.2002.9713765 DOI:10.1021/ja01254a006

Reference yield:

β-sitosterol (83-46-5) → stigmastan-3,6-dione (77551-74-7,145985-32-6,22149-69-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) 90percent formic acid, 30percent H₂O₂, 2) K₂CO₃ / 1) 37 deg C, 18 h, 2) MeOH, reflux, 2 h

With formic acid; dihydrogen peroxide; potassium carbonate;

DOI:10.1007/BF00630075

upstream raw materials:

stigmast-4-ene-3,6-dione

3,5,6-trihydroxysitostane

(24R)-5α-stigmastane-3α,6β-diol

acetic acid

Refernces

• 1、 Kovganko, N. V.,Kashkan, Zh. N.. "SYNTHESIS OF NATURAL PHYTOSTEROIDS OF THE 6-KETOSTIGMASTANE SERIES AND COMPOUNDS RELATED TO THEM". . p. 656 - 660. Retrieved 2007/10/02.