Dedrogyl

Base Information

• Chemical Name: Dedrogyl
• CAS No.: 73809-05-9
• Molecular Formula: C27H44O2
• Molecular Weight: 400.643
• European Community (EC) Number: 688-193-3
• Mol file: 73809-05-9.mol

Synonyms:25 Hydroxycholecalciferol;25 Hydroxycholecalciferol Monohydrate;25 Hydroxyvitamin D 3;25 Hydroxyvitamin D3;25-Hydroxycholecalciferol;25-Hydroxycholecalciferol Monohydrate;25-Hydroxyvitamin D 3;25-Hydroxyvitamin D3;Anhydrous, Calcifediol;Calcidiol;Calcifediol;Calcifediol Anhydrous;Calcifediol, (3 alpha,5Z,7E)-Isomer;Calcifediol, (3 beta,5E,7E)-Isomer;Calderol;Dedrogyl;Hidroferol;Monohydrate, 25-Hydroxycholecalciferol

Chemical Property of Dedrogyl

Chemical Property:

• Melting Point: 60-62°C
• Boiling Point: 529.2±33.0 °C(Predicted)
• PKA: 14.74±0.20(Predicted)
• Flash Point: 14 °C
• PSA: 40.46000
• Density: 1.01±0.1 g/cm3(Predicted)
• LogP: 6.73390
• Storage Temp.: Amber Vial, -20?C Freezer, Under Inert Atmosphere
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 400.334130642
• Heavy Atom Count: 29
• Complexity: 655

Purity/Quality:

97% ^*data from raw suppliers

3-epi-25-Hydroxy Vitamin D3 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T+,F
• Statements: 24/25-26-48/25-11
• Safety Statements: 28-36/37-45-16-7

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCCC(C)(C)O)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)O)C
• Isomeric SMILES: CC(CCCC(C)(C)O)C1CCC\2C1(CCC/C2=C\C=C\3/CC(CCC3=C)O)C
• Recent ClinicalTrials: Calcifediol in the Treatment of COVID 19
• Recent EU Clinical Trials: Randomised, double-blind, double-dummy, multicentre trial to evaluate the efficacy and safety of three different weekly dosages of calcifediol versus placebo in subjects with either vitamin D deficiency or insufficiency
• Uses: 3-epi-25-Hydroxyvitamin D3 abbreviated as 3-epi-25(OH)D3 is a metabolite of vitamin D3 produced in the liver. 3-epi-25(OH)D3 is used as a biomarker to determine the status of vitamin D in the body. It can be also employed as an analytical standard for the quantification of 3-epi-25(OH)D3 molecules in human serum using the LC-MS/MS method. The epimer metabolite of Calcifediol or 25-hydroxyvitamin D3 (C125700). The labelled epimer metabolite of Calcifediol or 25-hydroxyvitamin D3 (C125700).

Technology Process of Dedrogyl

There total 26 articles about Dedrogyl 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: 90.0%

methyllithium (917-54-4) + 25-ketovitamin D3 (77531-55-6) → 3-epi-25-hydroxyvitamin D3 (73809-05-9)

Guidance literature:

In diethyl ether; at -80 ℃; for 0.333333h;

DOI:10.1021/jo00358a019

Reference yield: 56.0%

(R)-5-(tert-butyldimethylsilyloxy)oct-1-en-7-yn-2-yl trifluoromethane sulfonate + C25H45BO3 → C27H44O2 + 3-epi-25-hydroxyvitamin D3 (73809-05-9)

Guidance literature:

(R)-5-(tert-butyldimethylsilyloxy)oct-1-en-7-yn-2-yl trifluoromethane sulfonate; C₂₅H₄₅BO₃; With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; In tetrahydrofuran; water; at 20 ℃; for 0.5h;

With hydrogen fluoride; In dichloromethane; acetonitrile; at 20 ℃; for 5h; stereoselective reaction;

DOI:10.1002/chem.201705656

Reference yield:

→ 25-Hydroxycholecalciferol (19356-17-3,36149-00-5,73809-05-9,142864-49-1)

Guidance literature:

durch in vivo-Metabol. von Cholecalciferol (I);

DOI:10.1039/C19680000801

upstream raw materials:

(S)-3-[(R)-1-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-ol

25-hydroxycholecalciferol

methyllithium

25-ketovitamin D₃

Downstream raw materials:

(R)-6-{(1R,3aS)-4-[2-[(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2-methyl-heptan-2-ol

(S)-3-[2-[(1R,3aS)-1-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(E)-ylidene]-4-methylene-cyclohexanol

1α,25-dihydroxycholecalciferol

(1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-[2-[(1R,3aS)-1-((R)-5-hydroxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol