Spinasteryl acetate

Base Information

• Chemical Name: Spinasteryl acetate
• CAS No.: 4651-46-1
• Molecular Formula: C₃₁H₅₀O₂
• Molecular Weight: 454.737
• DSSTox Substance ID: DTXSID901345812
• Nikkaji Number: J83.539K
• Mol file: 4651-46-1.mol

Synonyms:Spinasteryl acetate;alpha-Spinasterol acetate;4651-46-1;Stigmasta-7,22-dien-3-ol, acetate, (3beta,5alpha,22E)-;[(3S,5S,9R,10S,13R,14R,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate;5.alpha.-Stigmasta-7,22-dien-3.beta.-ol, acetate;Stigmasta-7,22-dien-3-ol, acetate, (3.beta.,5.alpha.,22E)-;DTXSID901345812;AKOS040761343;Q63395469

Chemical Property of Spinasteryl acetate

Chemical Property:

• Vapor Pressure: 1.17E-10mmHg at 25°C
• Boiling Point: 513.6°C at 760 mmHg
• Flash Point: 261.5°C
• PSA: 26.30000
• Density: 0.99g/cm³
• LogP: 8.37160
• XLogP3: 8.9
• 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% ^*data from raw suppliers

alpha-Spinasterolacetate ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C=CC(C)C1CCC2C1(CCC3C2=CCC4C3(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]3C2=CC[C@@H]4[C@@]3(CC[C@@H](C4)OC(=O)C)C)C)C(C)C

Technology Process of Spinasteryl acetate

There total 21 articles about Spinasteryl 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:

α-spinasterol (481-17-4,481-18-5,18070-03-6,21632-39-3,51547-98-9,53228-01-6,54482-55-2) + acetic anhydride (108-24-7) → (10S)-3c-Acetoxy-10r.13c-dimethyl-17c-((1R:4S)-1.5-dimethyl-4-aethyl-hexen-(2t)-yl)-(5tH.9tH.14tH)-Δ7-tetradecahydro-1H-cyclopenta[a]phenanthren (4651-46-1,4651-47-2,14339-57-2,54594-00-2,118203-79-5)

Guidance literature:

DOI:10.1021/ja01878a060

Reference yield:

Acetic acid (3S,5S,9R,10S,13R,14R,17R)-17-{(E)-(1R,4S)-1,5-dimethyl-4-[2-(toluene-4-sulfonyloxy)-ethyl]-hex-2-enyl}-10,13-dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (80382-13-4) → 5α-Stigmast-7,22-dien-3β-ol acetat (4651-46-1)

Guidance literature:

With sodium iodide; zinc; In 1,2-dimethoxyethane; for 2h; Heating;

DOI:10.1039/P19810002561

Reference yield:

(22E,24S)-3β-hydroxy-5α-stigmasta-7,22-diene-24-carbaldehyde (76282-38-7) → 5α-Stigmast-7,22-dien-3β-ol acetat (4651-46-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 250 mg

2: 180 mg / sodium borohydride / methanol / 0.17 h / 0 °C

3: 85 mg / pyridine / 21 h / 23 °C

4: 45 mg / sodium iodide, zink powder / 1,2-dimethoxy-ethane / 2 h / Heating

With pyridine; sodium tetrahydroborate; sodium iodide; zinc; In methanol; 1,2-dimethoxyethane;

DOI:10.1039/P19810002561

upstream raw materials:

Spinasterol

acetic anhydride

Acetic acid (3S,5S,9R,10S,13R,14R,17R)-17-{(E)-(1R,4S)-1,5-dimethyl-4-[2-(toluene-4-sulfonyloxy)-ethyl]-hex-2-enyl}-10,13-dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

(22E,24S)-3β-hydroxy-5α-stigmasta-7,22-diene-24-carbaldehyde

Downstream raw materials:

Δ⁷-Stigmastenyl acetate

22-dihydrospinasterol

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

3β-benzoyloxy-5α-stigmast-7-ene