25-hydroxy Cholesterol-d6

Base Information

• Chemical Name: 25-hydroxy Cholesterol-d6
• CAS No.: 88247-69-2
• Molecular Formula: C27H40D6O2
• Molecular Weight: 408.689910668
• Mol file: 88247-69-2.mol

Synonyms:<26,27-2H6>-25-hydroxyvitamin D3;Didrogyl-d6;Calcifediol-D6;25-Hydroxycholecalciferol-d6;Calcidiol-d6;25-Hydroxyvitamin D3-d6;Ro 8-8892-d6;25-Hydroxyvitamin D-d6;Hidroferol-d6;

Chemical Property of 25-hydroxy Cholesterol-d6

Chemical Property:

• PSA: 40.46000
• LogP: 6.50360
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated

Purity/Quality:

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

25-Hydroxy Cholesterol-d6 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 25-Hydroxy Cholesterol-d6, is the labeled analogue of 25-Hydroxy Cholesterol (H918030), which is an oxygenated derivative of Cholesterol (C432501); an oxysterol. An inhibitor of human immunodeficiency virus replication in vitro. It also induces apoptosis in human monocytic cell lines as well as inducing apoptosis in CEM cells associated with negative regulation of c-Myc.

Technology Process of 25-hydroxy Cholesterol-d6

There total 14 articles about 25-hydroxy Cholesterol-d6 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: 85.0%

<26,27-2H6>cholest-5-ene-3β,25-diol 3-tetrahydropyran-2-yl ether (88247-67-0) → (3β)-cholest-5-ene-26,26,26,27,27,27-d6-3,25-diol (88247-69-2)

Guidance literature:

With hydrogenchloride; In water; acetone; for 24h; Ambient temperature;

DOI:10.1039/P19830002563

Reference yield: 72.0%

<26,27-2H6>cholest-5-ene-3β,25-diol diacetate (88247-73-8) → (3β)-cholest-5-ene-26,26,26,27,27,27-d6-3,25-diol (88247-69-2) + (26,26,26,27,27,27-2H6)cholesterol (60816-17-3)

Guidance literature:

With lithium; ethylamine; 1.) 0 deg C, 5 min, 2.) reflux, 3 h;

DOI:10.1039/P19830002563

Reference yield:

3β-hydroxy-cholene-(5)-carboxylic acid-(24)-methyl ester (38933-28-7) + trideuteriomethyl-lithium (15772-82-4) → (3β)-cholest-5-ene-26,26,26,27,27,27-d6-3,25-diol (88247-69-2)

Guidance literature:

In diethyl ether; at 25 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.steroids.2017.03.002

upstream raw materials:

<26,27-2H6>cholest-5-ene-3β,25-diol 3-tetrahydropyran-2-yl ether

<26,27-2H6>cholest-5-ene-3β,25-diol diacetate

24-phenylsulphonylchol-5-en-3β-ol 3-tetrahydropyranyl ether

(24R,S)-24-phenylsulphonyl<26,27-2H6>cholest-5-ene-3β,25-diol 3-tetrahydropyran-2-yl ether

Refernces

• 1、 Kirk, David N.,Varley, Michael J.,Makin, Hugh L.J.,Trafford, David J.H.. "Synthesis of Cholesterol and Derivatives substituted in the Side chain". . p. 2563 - 2567. Retrieved 2007/10/02.