7beta-Hydroxystigmasterol

Base Information

• Chemical Name: 7beta-Hydroxystigmasterol
• CAS No.: 64998-20-5
• Molecular Formula: C₂₉H₄₈O₂
• Molecular Weight: 428.699
• DSSTox Substance ID: DTXSID301314370
• Nikkaji Number: J1.021.825J,J2.487.120G
• Wikidata: Q104986609
• Metabolomics Workbench ID: 135404
• ChEMBL ID: CHEMBL455107

Synonyms:7beta-hydroxystigmasterol;64998-20-5;Stigmasta-5,22-diene-3,7-diol, (3beta,7beta,22E)-;Stigmasta-5,22-diene-3beta,7beta-diol;CHEMBL455107;DTXSID301314370

Chemical Property of 7beta-Hydroxystigmasterol

Chemical Property:

• Vapor Pressure: 1.18E-13mmHg at 25°C
• Boiling Point: 534.5°Cat760mmHg
• Flash Point: 219°C
• Density: 1.03g/cm³
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 428.365430770
• Heavy Atom Count: 31
• Complexity: 708

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C=CC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)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]2[C@H](C=C4[C@@]3(CC[C@@H](C4)O)C)O)C)C(C)C

Technology Process of 7beta-Hydroxystigmasterol

There total 21 articles about 7beta-Hydroxystigmasterol 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: 54.0%

7-oxostigmasterol (36449-99-7) → (24S)-stigmasta-5,22E-diene-3β,7β-diol (64998-20-5)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In methanol; at 20 ℃; for 72h; stereoselective reaction;

DOI:10.1021/jf9024745

Reference yield: 6.4%

3β-acetoxy-(24S)-stigmasta-5,22E-dien-7-one (33028-07-8) → (22E,24S)-stigmasta-5,22-dien-3β,7α-diol (64998-19-2) + (24S)-stigmasta-5,22E-diene-3β,7β-diol (64998-20-5) + Acetic acid (3S,8S,9S,10R,13R,14S,17R)-17-((E)-(1R,4S)-4-ethyl-1,5-dimethyl-hex-2-enyl)-7-hydroxy-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

Guidance literature:

With sodium tetrahydroborate; In 1,4-dioxane; methanol; for 18h;

DOI:10.1007/BF01373854

Reference yield:

3β-acetoxy-(24S)-stigmasta-5,22E-dien-7-one (33028-07-8) → (22E,24S)-stigmasta-5,22-dien-3β,7α-diol (64998-19-2) + (24S)-stigmasta-5,22E-diene-3β,7β-diol (64998-20-5)

Guidance literature:

With aluminum isopropoxide; isopropyl alcohol;

upstream raw materials:

stigmasterol

3β-acetoxy-(24S)-stigmasta-5,22E-dien-7-one

aluminum isopropoxide

isopropyl alcohol

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