[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

Base Information

• Chemical Name: [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• CAS No.: 51297-12-2
• Molecular Formula: C30H48O2
• Molecular Weight: 454.737
• DSSTox Substance ID: DTXSID00460387
• Wikidata: Q63395246
• Mol file: 51297-12-2.mol

Synonyms:51297-12-2;DTXSID00460387;STIGMASTA-5,24(28)-DIEN-3-OL ACETATE;Q63395246

Chemical Property of [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

Chemical Property:

• PSA: 26.30000
• LogP: 8.51570
• XLogP3: 9.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 454.381080833
• Heavy Atom Count: 33
• Complexity: 791

Purity/Quality:

97% ^*data from raw suppliers

FUCOSTEROL ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C)C)C)C(C)C
• Isomeric SMILES: C/C=C(/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)C)C)C)\C(C)C

Technology Process of [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

There total 8 articles about [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 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: 24.4%

28-Isofucosterol (481-14-1,6793-19-7,17605-67-3,18472-36-1,83997-22-2,109062-46-6) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → fucosterol acetate (51297-12-2) + fucosterol tetra-O-acetyl-β-D-glucopyranoside (85081-01-2)

Guidance literature:

With mercury(II) cyanide; In nitromethane; Ambient temperature;

DOI:10.1007/BF00575065

Reference yield:

24-oxocholesterol (17752-16-8) → fucosterol acetate (51297-12-2)

Guidance literature:

DOI:10.1002/cber.19701030902

Reference yield:

pyridine (110-86-1) + Fucosterol (481-14-1,6793-19-7,17605-67-3,18472-36-1,83997-22-2,109062-46-6) + acetic anhydride (108-24-7) → (10R)-3c-Acetoxy-10r.13c-dimethyl-17c-((R)-1-methyl-4-isopropyl-hexen-(4t)-yl)-(8cH.9tH.14tH)-Δ5-tetradecahydro-1H-cyclopenta[a]phenanthren (6035-62-7,51297-12-2,58581-06-9,83946-12-7,83946-13-8,108101-25-3)

Guidance literature:

DOI:10.1039/jr9340001572

upstream raw materials:

pyridine

Fucosterol

acetic anhydride

24-oxocholesterol

Downstream raw materials:

β-sitosterol

28-Isofucosterol

stigmast-5-en-3-yl acetate

(24S,28S)-24,28-epoxystigmast-5-en-3β-ol