Cholesta-5,7-diene-1,3,25-triol, (1alpha,3beta)-

Base Information

• Chemical Name: Cholesta-5,7-diene-1,3,25-triol, (1alpha,3beta)-
• CAS No.: 61954-91-4
• Molecular Formula: C27H44O3
• Molecular Weight: 416.645
• European Community (EC) Number: 612-815-4
• DSSTox Substance ID: DTXSID50977495
• Nikkaji Number: J667.213B
• Wikidata: Q82962668
• Mol file: 61954-91-4.mol

Synonyms:1 alpha,25-dihydroxy-7-dehydrocholesterol

Chemical Property of Cholesta-5,7-diene-1,3,25-triol, (1alpha,3beta)-

Chemical Property:

• Vapor Pressure: 5.75E-15mmHg at 25°C
• Boiling Point: 561.9°C at 760 mmHg
• Flash Point: 238.4°C
• PSA: 60.69000
• Density: 1.09g/cm³
• LogP: 5.39450
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 416.32904526
• Heavy Atom Count: 30
• Complexity: 722

Purity/Quality:

HPLC ≥ 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCCC(C)(C)O)C1CCC2C1(CCC3C2=CC=C4C3(C(CC(C4)O)O)C)C
• Isomeric SMILES: C[C@H](CCCC(C)(C)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC=C4[C@@]3([C@H](C[C@@H](C4)O)O)C)C

Technology Process of Cholesta-5,7-diene-1,3,25-triol, (1alpha,3beta)-

There total 30 articles about Cholesta-5,7-diene-1,3,25-triol, (1alpha,3beta)- 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: 92.0%

1α,3β-dihydroxy-25-trimethylsilyloxycholesta-5,7-diene (1384584-77-3) → 1α,3β,25-trihydroxycholesta-5,7-diene (61954-91-4)

Guidance literature:

With pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c2ob25511a

Reference yield: 82.0%

1α,3β,25-tris(tetrahydropyranyloxy)cholesta-5,7-diene (125315-67-5) → 1α,3β,25-trihydroxycholesta-5,7-diene (61954-91-4)

Guidance literature:

With pyridinium p-toluenesulfonate; In ethanol; at 55 ℃; for 4h;

DOI:10.1246/bcsj.62.2599

Reference yield:

3β-acetoxy-1α,2α-oxido-cholesta-5,7-dien-25-ol → 1α,3β,25-trihydroxycholesta-5,7-diene (61954-91-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 40 ℃; Yield given;

upstream raw materials:

1α,3β,25-tris(tetrahydropyranyloxy)cholesta-5,7-diene

1α,3β,25-triacetoxycholesta-5,7-diene

[2H]-Pre-1,25-D₃

1-phenylsulphonyl-3-methyl-3-hydroxybutane

Downstream raw materials:

(4-Azido-2-nitro-phenylamino)-acetic acid (1R,3S)-3-hydroxy-5-[2-[(1R,3aS,7aR)-1-((R)-5-hydroxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-4-methylene-cyclohexyl ester

(5Z,7E,1S,3R)-3-acetoxy-9,10-seco-5,7,10⁽¹⁹⁾-cholestatriene-1,25-diol

1α-tert-butyldimethylsilylether of 1α-25-dihydroxyvitamin D₃

[2H]-Pre-1,25-D₃

Refernces

• 1、 Doi, Takayuki,Yoshida, Masahito,Hijikuro, Ichiro,Takahashi, Takashi. "Selective capture of 1α,25-(OH)2-previtamin D3 utilizing polymer-supported trialkylsilyl triflate in the synthesis of 1α,25-(OH)2-vitamin D3". . p. 5727 - 5729. Retrieved 2007/10/03.
• 2、 Tachibana, Yoji,Yokoyama, Shinji,Tsuji, Masahiro. "Syntheses of Cholesta-5,7-diene-3β,25-diol and Cholesta-5,7-diene-1α,3β,25-triol". . p. 2599 - 2603. Retrieved 2007/10/02.