Thiocholesterol

Base Information

• Chemical Name: Thiocholesterol
• CAS No.: 1249-81-6
• Deprecated CAS: 364368-00-3
• Molecular Formula: C27H46 S
• Molecular Weight: 402.728
• European Community (EC) Number: 215-003-4
• DSSTox Substance ID: DTXSID80883671
• Nikkaji Number: J39.842J
• Wikidata: Q82862546
• Mol file: 1249-81-6.mol

Synonyms:thiocholesterol

Chemical Property of Thiocholesterol

Chemical Property:

• Melting Point: 97-99 °C(lit.)
• Boiling Point: 482.4°Cat760mmHg
• PKA: 10.71±0.70(Predicted)
• Flash Point: 224°C
• PSA: 38.80000
• Density: 0.98g/cm³
• LogP: 8.32620
• Storage Temp.: 2-8°C
• XLogP3: 9.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 402.33202264
• Heavy Atom Count: 28
• Complexity: 591

Purity/Quality:

98%,99%, ^*data from raw suppliers

Thiocholesterol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)S)C)C
• Isomeric SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)S)C)C
• Uses: Thiocholesterol is a compound used in biological cross-linking and membrane studies.

Technology Process of Thiocholesterol

There total 14 articles about Thiocholesterol 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: 75.0%

(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-3-(2,4,6-trimethoxy-benzylsulfanyl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene → thiocholesterol (1249-81-6)

Guidance literature:

With formic acid; L-Cysteine; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1016/S0040-4039(02)00808-0

Reference yield: 73.0%

cholesterol (57-88-5) → thiocholesterol (1249-81-6)

Guidance literature:

With polymer supported thiol; trifluoroacetic anhydride; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1246/cl.2000.1304

Reference yield:

→ thiocholesterol (1249-81-6)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1021/ja01105a028 DOI:10.1053/ajkd.2002.29886

upstream raw materials:

cholest-5-en-3β-yl thiocyanate

S-cholesteryl-isothiourea; toluene-4-sulfonate

cholesterol

S-cholesteryl-S-methyl dithiocarbonate

Downstream raw materials:

N,N-bis-(2-chloro-ethyl)-4-cholest-5-en-3β-yldisulfanyl-aniline

dicholest-5-en-3β-yl disulfide

3β-benzoylmercapto-cholestene-(5)

S-cholest-5-en-3β-yl thiobenzoate