7-Dehydrositosterol acetate

Base Information

• Chemical Name: 7-Dehydrositosterol acetate
• CAS No.: 6020-61-7
• Molecular Formula: C31H50 O2
• Molecular Weight: 454.737
• UNII: 9OK79243NT
• Nikkaji Number: J2.233.664I
• Wikidata: Q27272830
• Mol file: 6020-61-7.mol

Synonyms:7-Dehydrositosterol acetate;7-Dehydrositosteryl acetate;7-Dehydrositosterol acetate [MI];9OK79243NT;UNII-9OK79243NT;7-Dehydro-beta-sitosterol acetate;24(R)-Ethylcholesta-5,7-dien-3beta-yl acetate;Stigmasta-5,7-dien-3-ol, 3-acetate, (3beta)-;SCHEMBL6276452;UAPHCBGZXBNGDZ-QRYAPEQZSA-N;7-DEHYDRO-.BETA.-SITOSTEROL ACETATE;Q27272830;24(R)-ETHYLCHOLESTA-5,7-DIEN-3.BETA.-YL ACETATE;STIGMASTA-5,7-DIEN-3-OL, 3-ACETATE, (3.BETA.)-

Chemical Property of 7-Dehydrositosterol acetate

Chemical Property:

• Vapor Pressure: 1.87E-06mmHg at 25°C
• Boiling Point: 395.2°Cat760mmHg
• Flash Point: 186.1°C
• Density: 1.175g/cm³
• XLogP3: 9.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 454.381080833
• Heavy Atom Count: 33
• Complexity: 791

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CCC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)OC(=O)C)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]3C2=CC=C4[C@@]3(CC[C@@H](C4)OC(=O)C)C)C)C(C)C

Technology Process of 7-Dehydrositosterol acetate

There total 12 articles about 7-Dehydrositosterol acetate 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: 74.7%

stigmast-5-en-3-yl acetate (915-05-9,4651-54-1,29537-34-6,75023-86-8,120294-68-0,122331-55-9) → 3β-O-acetyl-5,7-dienesitosterol (6020-61-7)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; at 85 ℃; for 4h;

DOI:10.1039/c6md00344c

Reference yield:

Acetic acid (3S,8S,9S,10R,13R,14S,17R)-7-benzenesulfinyl-17-((1R,4R)-4-ethyl-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester → 3β-O-acetyl-5,7-dienesitosterol (6020-61-7)

Guidance literature:

With triethylamine; In toluene; at 70 ℃; for 28h;

DOI:10.1021/jo050853f

Reference yield:

Acetic acid (3S,8S,9S,10R,13R,14S,17R)-7-bromo-17-((1R,4R)-4-ethyl-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (54200-16-7) → 3β-O-acetyl-5,7-dienesitosterol (6020-61-7)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / toluene; acetone / 1.25 h / 20 °C

2: m-chloroperoxybenzoic acid / ethyl acetate / 2 h / 0 °C

3: 5.97 g / triethylamine / toluene / 28 h / 70 °C

With triethylamine; 3-chloro-benzenecarboperoxoic acid; In ethyl acetate; acetone; toluene;

DOI:10.1021/jo050853f

upstream raw materials:

24β_F-ethyl-cholestadien-(5.7)-ol-(3β)

acetic anhydride

N-Bromosuccinimide

diethyl ether

Downstream raw materials:

9,10-seco-stigmasta-5(Z),7(E),10(19)-trien-3β-ol

9,10-seco-stigmasta-5(E),7(E),10(19)-trien-3β-ol

Acetic acid (S)-3-[2-[(1R,3aS,7aR)-1-((1R,4R)-4-ethyl-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-4-methylene-cyclohexyl ester

3β-triethylsilyloxy-9,10-seco-stigmasta-5(E),7(E),10(19)-triene