Stigmasta-7,22E,25-trien-3beta-ol

Base Information

• Chemical Name: Stigmasta-7,22E,25-trien-3beta-ol
• CAS No.: 14485-48-4
• Molecular Formula: C₂₉H₄₆O
• Molecular Weight: 410.684
• NSC Number: 114518
• DSSTox Substance ID: DTXSID70415283
• Nikkaji Number: J1.816.840E,J387.575J
• Wikidata: Q82224217
• Metabolomics Workbench ID: 34956
• Mol file: 14485-48-4.mol

Synonyms:7,22,25-Stigmastatrienol;14485-48-4;Stigmasta-7,22E,25-trien-3beta-ol;NSC114518;(3S,5S,9R,10S,13R,14R,17R)-17-[(2R,3E,5R)-5-ethyl-6-methylhepta-3,6-dien-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol;Poriferast-7,22,25-trienol;DTXSID70415283;.DELTA.25-.alpha.-Spinasterol;CHEBI:166818;HY-N5062;LMST01040138;AKOS040760245;NSC-114518;CS-0032234;E88984;(22e,24r)-24-ethyl-5alpha-cholesta-7,22,25-trien-3beta-ol

Chemical Property of Stigmasta-7,22E,25-trien-3beta-ol

Chemical Property:

• Vapor Pressure: 2.79E-12mmHg at 25°C
• Melting Point: 157-161 °C
• Boiling Point: 504.3°Cat760mmHg
• PKA: 15.10±0.70(Predicted)
• Flash Point: 219.6°C
• PSA: 20.23000
• Density: 0.99g/cm³
• LogP: 7.72090
• XLogP3: 8.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 410.354866087
• Heavy Atom Count: 30
• Complexity: 716

Purity/Quality:

≥98% ^*data from raw suppliers

7,22,25-Stigmastatrienol ^*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)O)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)O)C)C)C(=C)C

Technology Process of Stigmasta-7,22E,25-trien-3beta-ol

There total 8 articles about Stigmasta-7,22E,25-trien-3beta-ol 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:

3β-Acetoxy-27-nor-5α-cholesten-(7)-in-(23)-ol-(22) (26046-43-5) → stigmasta-7,22,25-trien-3β-ol (14485-48-4)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Lindlar catalyst / ethyl acetate

2: xylene

3: (i) LiAlH₄, Et₂O, (ii) aq. H₂O₂, MeOH, (iii) DMSO, (heating)

With hydrogen; Lindlar's catalyst; In ethyl acetate; xylene;

DOI:10.1002/cber.19701030314

Reference yield:

(3S,20S)-20-formyl-5α-pregn-7-en-3-yl-acetate (23738-34-3) → stigmasta-7,22,25-trien-3β-ol (14485-48-4)

Guidance literature:

Multi-step reaction with 4 steps

1: (i) EtMgBr, THF, (ii) /BRN= 2225806/

2: H₂ / Lindlar catalyst / ethyl acetate

3: xylene

4: (i) LiAlH₄, Et₂O, (ii) aq. H₂O₂, MeOH, (iii) DMSO, (heating)

With hydrogen; Lindlar's catalyst; In ethyl acetate; xylene;

DOI:10.1002/cber.19701030314

Reference yield:

(3S,5S,9R,10S,13R,14R,17R)-17-((E)-(1S,2R)-2-Hydroxy-1-methyl-hex-3-enyl)-10,13-dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (34991-24-7) → stigmasta-7,22,25-trien-3β-ol (14485-48-4)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) benzene, (ii) /BRN= 385737/, Py

2: LiAlH₄ / diethyl ether

3: (i) aq. H₂O₂, MeOH, (ii) Ac₂O, Py, (iii) K₂CO₃, aq. EtOH

With lithium aluminium tetrahydride; In diethyl ether;

upstream raw materials:

(3S,5S,9R,10S,13R,14R,17R)-17-((E)-(1R,4R,5R)-6-Dimethylamino-4-ethyl-1,5-dimethyl-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-ol

3β-Acetoxy-stigmasta-7,22t,25-trien

(3S,20S)-20-formyl-5α-pregn-7-en-3-yl-acetate

(3S,5S,9R,10S,13R,14R,17R)-17-((E)-(1S,2R)-2-Hydroxy-1-methyl-hex-3-enyl)-10,13-dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol