Stigmasterol acetate

Base Information

• Chemical Name: Stigmasterol acetate
• CAS No.: 4651-48-3
• Molecular Formula: C31H50O2
• Molecular Weight: 454.7275
• European Community (EC) Number: 225-082-7
• UNII: P5M1K7SCX9
• DSSTox Substance ID: DTXSID301315192
• Nikkaji Number: J45.264E,J733.342K
• Wikidata: Q27137776
• Mol file: 4651-48-3.mol

Synonyms:STIGMASTEROL ACETATE;4651-48-3;Stigmasteryl acetate;UNII-P5M1K7SCX9;P5M1K7SCX9;EINECS 225-082-7;Stigmasta-5,22-dien-3-beta-yl acetate;Stigmasta-5,22-dien-3.beta.-ol, acetate;Stigmasterol 3-Acetate;stigmasterol 3-O-acetate;NSC-8109;StigAc;3.beta.-Acetoxystigmasta-5,22-diene;SCHEMBL168224;CHEBI:69434;DTXSID301315192;NSC 8109;5,22-Stigmastadien-3beta-ol 3-acetate;[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate;3beta-Hydroxy-5,22-stigmastadiene 3-acetate;(22E)-stigmasta-5,22-dien-3beta-yl acetate;5,22-Cholestadien-24beta-ethyl-3beta-ol acetate;Q27137776;67F299E2-BA2E-47EA-8BC1-B6E2E3FA9380;(3.BETA.,22E)-STIGMASTA-5,22-DIEN-3-OL ACETATE;STIGMASTA-5,22-DIEN-3-OL, 3-ACETATE, (3.BETA.,22E)-;STIGMASTA-5,22-DIEN-3.BETA.-OL, 3-ACETATE, (3.BETA.,22E)-

Chemical Property of Stigmasterol acetate

Chemical Property:

• Vapor Pressure: 1.17E-10mmHg at 25°C
• Melting Point: 140-143°C
• Boiling Point: 513.6°Cat760mmHg
• Flash Point: 261.5°C
• PSA: 26.30000
• Density: 0.99g/cm³
• LogP: 8.37160
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 9.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 454.381080833
• Heavy Atom Count: 33
• Complexity: 778

Purity/Quality:

98%min ^*data from raw suppliers

Stigmasterol 3-Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C)C)C)C(C)C
• Isomeric SMILES: CC[C@H](/C=C/[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)C)C)C)C(C)C
• Uses: Stigmasterol 3-Acetate is a plant sterol found in the leaves of Butea monosperma, Orthosiphon tomentosus, Benth, and orchidaceous plants.

Technology Process of Stigmasterol acetate

There total 8 articles about Stigmasterol 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: 99.0%

Stigmasterol (83-48-7) + acetic anhydride (108-24-7) → stigmasterol acetate (4651-48-3,4651-49-4,54482-54-1,75082-06-3,80735-62-2)

Guidance literature:

With pyridine; at 20 ℃; for 42h; Inert atmosphere;

Reference yield:

acetate of (24S)-ethylcholesta-5,22,25-triene-3β-ol (33761-96-5) → stigmasterol acetate (4651-48-3,4651-49-4,54482-54-1,75082-06-3,80735-62-2)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol; under 760 Torr; Ambient temperature;

Reference yield:

(24S)-24-ethylcholesta-5,22(E),25-trien-3β-ol (33644-13-2) → stigmasterol acetate (4651-48-3,4651-49-4,54482-54-1,75082-06-3,80735-62-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / Ambient temperature

2: H₂ / PtO₂ / ethanol / 760 Torr / Ambient temperature

With pyridine; hydrogen; platinum(IV) oxide; In ethanol;

upstream raw materials:

Stigmasterol

acetic anhydride

acetate of (24S)-ethylcholesta-5,22,25-triene-3β-ol

(24S)-24-ethylcholesta-5,22(E),25-trien-3β-ol

Downstream raw materials:

3β-Acetoxy-5α-chlor-stigmast-22-en

(R)-2-ethyl-3-methyl-butyraldehyde

3β-acetoxybisnor-5-cholenic acid

β-sitosterol

Refernces

• 1、 Bandara, B. M. Ratnayake,Jayasinghe, Lalith,Karunaratne, Veranja,Wannigama, G. Percy,Bokel, Michael,et al.. "ECDYSTERONE FROM STEM OF DIPLOCLISIA GLAUCESCENS". . p. 1073 - 1076. Retrieved 1989.
• 2、 -. "Novel industrial method for preparing vitamin D3 by taking stigmasterol as raw material". Paragraph 0010; 0035; 0036. . Retrieved 2021/05/05.
• 3、 Bus, Katarzyna,Ofiara, Karol,Sitkowski, Jerzy,Szterk, Arkadiusz,Zmys?owski, Adam. "Synthesis and search for 3β,3′β-disteryl ethers after high-temperature treatment of sterol-rich samples". . . Retrieved 2020/06/08.