24,24-Dihomo-1,25-dihydroxycholecalciferol

Base Information

• Chemical Name: 24,24-Dihomo-1,25-dihydroxycholecalciferol
• CAS No.: 114694-09-6
• Molecular Formula: C29H48 O3
• Molecular Weight: 444.698
• Metabolomics Workbench ID: 35964
• Mol file: 114694-09-6.mol

Synonyms:24,24-dihomo-1,25-dihydroxycholecalciferol;24,24-dihomo-1,25-dihydroxyvitamin D3;MC 1147

Chemical Property of 24,24-Dihomo-1,25-dihydroxycholecalciferol

Chemical Property:

• Vapor Pressure: 3.5E-16mmHg at 25°C
• Boiling Point: 586.2°Cat760mmHg
• PKA: 14.43±0.40(Predicted)
• Flash Point: 242.4°C
• PSA: 60.69000
• Density: 1.04g/cm³
• LogP: 6.48490
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 444.36034539
• Heavy Atom Count: 32
• Complexity: 718

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCCCCC(C)(C)O)C1CCC2C1(CCCC2=CC=C3CC(CC(C3=C)O)O)C
• Isomeric SMILES: C[C@H](CCCCCC(C)(C)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](C[C@@H](C3=C)O)O)C

Technology Process of 24,24-Dihomo-1,25-dihydroxycholecalciferol

There total 35 articles about 24,24-Dihomo-1,25-dihydroxycholecalciferol 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: 76.0%

(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-((R)-1,7-dimethyl-7-triethylsilanyloxy-octyl)-7a-methyl-octahydro-indene (114694-21-2) → PRI-1890 (114694-09-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 50 ℃; for 0.833333h;

DOI:10.1021/jo00250a009

Reference yield: 75.0%

(R)-8-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2-methyl-nonan-2-ol (128387-25-7) → PRI-1890 (114694-09-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 50 ℃; for 5h;

DOI:10.1016/S0039-128X(97)00040-8

Reference yield:

2-{(1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-[2-[(1R,3aS,7aR)-1-((R)-1,7-dimethyl-7-trimethylsilanyloxy-octyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexyloxy}-tetrahydro-pyran → PRI-1890 (114694-09-6)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; water; at 30 ℃; for 6h;

DOI:10.1021/ja003976k

upstream raw materials:

(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-((R)-1,7-dimethyl-7-triethylsilanyloxy-octyl)-7a-methyl-octahydro-indene

(R)-8-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2-methyl-nonan-2-ol

1α-[(tert-butyldimethylsilyl)oxy]-24-(methoxycarbonyl)-25,26,27-trisnorvitamin D3 tert-butyldimethylsilyl ether

(5Z,7E)-(1S,3R)-1,3-dihydroxy-23a-homo-9,10-secochola-5,7,10⁽¹⁹⁾-trien-24-oic acid methyl ester

Refernces

• 1、 Hijikuro,Doi,Takahashi. "Parallel synthesis of a vitamin D3 library in the solid-phase". . p. 3716 - 3722. Retrieved 2007/10/03.
• 2、 Kutner, A.. "Novel Practical Synthesis of 24,24-Dihomo-1,25-Dihydroxycholecalciferol". . p. 759 - 761. Retrieved 2007/10/02.