(3beta,24R,24'R)-fucosterol epoxide

Base Information

• Chemical Name: (3beta,24R,24'R)-fucosterol epoxide
• CAS No.: 57173-68-9
• Molecular Formula: C₂₉H₄₈O₂
• Molecular Weight: 428.699
• DSSTox Substance ID: DTXSID101268591
• Nikkaji Number: J2.744.566G
• Wikidata: Q27098114
• Metabolomics Workbench ID: 34969
• Mol file: 57173-68-9.mol

Synonyms:(3beta,24R,24'R)-fucosterol epoxide;(24R,28R)-Fucosterol epoxide;(24R,24'R)-Fucosterol epoxide;(24R,24(1)R)-fucosterol epoxide;(3beta,24R,28R)-24,28-Epoxystigmast-5-en-3-ol;24R,28R-epoxystigmast-5-en-3beta-ol;(24R,28R)-24,28-epoxystigmast-5-en-3beta-ol;CHEBI:15577;(24R,241R)-fucosterol epoxide;DTXSID101268591;LMST01040151;(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-4-[(2R,3R)-3-methyl-2-propan-2-yloxiran-2-yl]butan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol;C03910;Q27098114;(24R,24(1)R)-24,24(1)-epoxystigmast-5-en-3beta-ol;57173-68-9

Chemical Property of (3beta,24R,24'R)-fucosterol epoxide

Chemical Property:

• XLogP3: 7.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 428.365430770
• Heavy Atom Count: 31
• Complexity: 726

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C(O1)(CCC(C)C2CCC3C2(CCC4C3CC=C5C4(CCC(C5)O)C)C)C(C)C
• Isomeric SMILES: C[C@@H]1[C@@](O1)(CC[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O)C)C)C(C)C

Technology Process of (3beta,24R,24'R)-fucosterol epoxide

There total 2 articles about (3beta,24R,24'R)-fucosterol epoxide 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:

→ (10R,13R,17R)-17-[3-((2R,3R)-2-Isopropyl-3-methyl-oxiranyl)-1-methyl-propyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (35458-71-0,55870-01-4,57173-68-9,75023-87-9,75023-88-0,109281-35-8)

Guidance literature:

MTPA-Ester 9a (3-OAc), KOH;

DOI:10.1021/ja00851a056

Reference yield:

→ (10R,13R,17R)-17-[3-((2S,3S)-2-Isopropyl-3-methyl-oxiranyl)-1-methyl-propyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (35458-71-0,55870-01-4,57173-68-9,75023-87-9,75023-88-0,109281-35-8)

Guidance literature:

MTPA-Ester 9b (3-OAc), KOH;

DOI:10.1021/ja00851a056

Reference yield:

(+)-α-methoxy-α-(trifluoromethyl)phenylacetyl chloride (20445-33-4) + (24R,28R)-24,28-epoxystigmast-5-en-3β-ol (57173-68-9) → (24S)-stigmast-5-ene-3β,24-diol 3-MTPA ester (72318-00-4) + (24R,28R)-stigmast-5-ene-3β,28-diol bis(MTPA) ester (69500-99-8)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; Yield given. Multistep reaction. Yields of byproduct given; 1) ether, reflux, 2 h, 2) pyridine, R_.T_., 2 h;

DOI:10.1021/jo01292a003

Downstream raw materials:

(24S)-stigmast-5-ene-3β,24-diol 3-MTPA ester

(24R,28R)-stigmast-5-ene-3β,28-diol bis(MTPA) ester