(3beta)-Stigmast-5-en-3-yl benzoate

Base Information

• Chemical Name: (3beta)-Stigmast-5-en-3-yl benzoate
• CAS No.: 1900-52-3
• Molecular Formula: C36H54 O2
• Molecular Weight: 518.824
• European Community (EC) Number: 217-597-0
• DSSTox Substance ID: DTXSID40940537
• Nikkaji Number: J199.724F
• Wikidata: Q82917212
• Mol file: 1900-52-3.mol

Synonyms:(3beta)-Stigmast-5-en-3-yl benzoate;1900-52-3;EINECS 217-597-0;[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] benzoate;stigmast-5-en-3-yl benzoate;SCHEMBL24015450;DTXSID40940537;Stigmast-5-en-3beta-ol benzoate;Stigmast-5-en-3.beta.-ol, benzoate;Stigmast-5-en-3-ol, benzoate, (3.beta.)-

Chemical Property of (3beta)-Stigmast-5-en-3-yl benzoate

Chemical Property:

• Vapor Pressure: 1.47E-13mmHg at 25°C
• Boiling Point: 582.5°Cat760mmHg
• Flash Point: 260.4°C
• PSA: 26.30000
• Density: 1.02g/cm³
• LogP: 9.88950
• XLogP3: 11.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 518.412380961
• Heavy Atom Count: 38
• Complexity: 851

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C5=CC=CC=C5)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=C4[C@@]3(CC[C@@H](C4)OC(=O)C5=CC=CC=C5)C)C)C(C)C

Technology Process of (3beta)-Stigmast-5-en-3-yl benzoate

There total 27 articles about (3beta)-Stigmast-5-en-3-yl benzoate 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: 98.0%

→ β-sitosteryl benzoate (1900-52-3)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 40 ℃;

Reference yield: 97.5%

β-sitosterol (83-46-5) + benzoyl chloride (98-88-4) → β-sitosteryl benzoate (1900-52-3)

Guidance literature:

With pyridine;

DOI:10.1007/BF00765593

Reference yield:

Benzoic acid (3S,8S,9S,10R,13R,14S,17R)-17-((1R,4R)-5-hydroxy-4-isopropyl-1-methyl-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 (101047-05-6,101047-06-7,101143-34-4,101143-35-5) → β-sitosteryl benzoate (1900-52-3)

Guidance literature:

Multi-step reaction with 2 steps

2: tributyltin hydride

With tri-n-butyl-tin hydride;

DOI:10.1016/S0040-4039(00)89259-X

upstream raw materials:

β-sitosterol

benzoyl chloride

benzoic acid anhydride

Benzoic acid (3S,8S,9S,10R,13R,14S,17R)-17-((1R,4R)-4-isopropyl-1-methyl-5-phenoxythiocarbonyloxy-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

Downstream raw materials:

Benzoic acid (3S,8S,9S,10R,13R,14S,17R)-17-((1R,4R)-4-ethyl-1,5-dimethyl-hexyl)-10,13-dimethyl-7-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

3β-benzoyloxystigmast-4-en-6β-ol

(24R)-5-bromo-3β-hydroxy-5α-stigmast-3β,6β-diol-3-benzoate

stigmast-4-ene-3β,6β-diol