Epi-Allocholesterol

Base Information

• Chemical Name: Epi-Allocholesterol
• CAS No.: 566-90-5
• Molecular Formula: C27H46O
• Molecular Weight: 386.662
• DSSTox Substance ID: DTXSID501315798
• Nikkaji Number: J17.109C
• Mol file: 566-90-5.mol

Synonyms:Epi-Allocholesterol;566-90-5;cholest-4-en-3a-ol;4-Cholesten-3-alpha-ol;Cholest-4-en-3alpha-ol;Cholest-4-en-3-ol #;4-Cholesten-3.alpha.-ol;Cholest-4-en-3.alpha.-ol;3.alpha.-Hydroxycholest-4-ene;SCHEMBL17184289;UIMGHSAOLFTOBF-VEIPTCAHSA-N;DTXSID501315798;Cholest-4-en-3-ol, (3.alpha.)-

Chemical Property of Epi-Allocholesterol

Chemical Property:

• PSA: 20.23000
• LogP: 7.38870
• XLogP3: 8.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 386.354866087
• Heavy Atom Count: 28
• Complexity: 591

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC4=CC(CCC34C)O)C
• Isomeric SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C[C@@H](CC[C@]34C)O)C

Technology Process of Epi-Allocholesterol

There total 18 articles about Epi-Allocholesterol 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: 98.0%

Cholest-4-en-3-one (601-57-0) → 4-cholestene-3-ol (517-10-2,566-90-5,14597-42-3)

Guidance literature:

With hydrogen; H-β zeolite; iridium; In isopropyl alcohol; at 25 ℃; for 0.67h; under 21001.7 Torr;

DOI:10.1002/anie.200352275

Reference yield:

cholest-4-ene (16732-86-8) → Cholest-4-en-3-one (601-57-0) + 4-cholestene-3-ol (517-10-2,566-90-5,14597-42-3) + (4,5)α-epoxy-5α-cholestan (6079-19-2) + 4β,5β-epoxycholestane-3-one (23044-74-8)

Guidance literature:

With ammonium acetate; dihydrogen peroxide; Mn(III)-porphyrin derivative; In dichloromethane; acetonitrile; at 20 ℃; for 1h; Further byproducts given;

DOI:10.1002/ejoc.200400461

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + chloroform (67-66-3,8013-54-5) + cholesta-4,6-diene (27425-93-0) → 3,5-cholestadiene (747-90-0) + cholest-4-en-3α-ol (566-90-5) + allocholesterol (517-10-2)

Guidance literature:

at 0 ℃;

DOI:10.1021/ja01846a023

upstream raw materials:

methanol

Cholest-4-en-3-one

ethanol

hydrogenchloride

Downstream raw materials:

3,5-cholestadiene

3α-Chlor-cholesten-4

cholest-4-en-3α-yl benzoate

C₄₄H₆₂N₂O₂S

Refernces

• 1、 Lin, Aijun,Yang, Jiong,Hashim, Mohamed. "N-indolyltriethylborate: A useful reagent for synthesis of C3-quaternary indolenines". supporting information. p. 1950 - 1953. Retrieved 2013/06/04.
• 2、 Rebelo, Susana L. H.,Simoes, Mario M. Q.,M. Graca P. M. S. Neves,Silva, Artur M. S.,Cavaleiro, Jose A. S.,Peixoto, Andreia F.,Pereira, Mariette M.,Silva, Manuela R.,Paixao, Jose A.,Beja, Ana M.. "Oxidation of Δ4- and δ5-steroids with hydrogen peroxide catalyzed by porphyrin complexes of MnIII and FeIII". . p. 4778 - 4787. Retrieved 2007/10/03.