Cholesterol-26,26,26,27,27,27-D6

Base Information

• Chemical Name: Cholesterol-26,26,26,27,27,27-D6
• CAS No.: 60816-17-3
• Molecular Formula: C27H40D6O
• Molecular Weight: 392.614
• Mol file: 60816-17-3.mol

Synonyms:CHOLESTEROL-26,26,26,27,27,27-D6

Chemical Property of Cholesterol-26,26,26,27,27,27-D6

Chemical Property:

• Melting Point: 147-149 °C
• Boiling Point: 480.648 °C at 760 mmHg
• Flash Point: 209.291 °C
• PSA: 20.23000
• Density: 1.003 g/cm³
• LogP: 7.38870

Purity/Quality:

99% ^*data from raw suppliers

Cholesterol-d6 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Cholesterol-d6 has been used in safe procedures to measure the percentage of cholesterol absorption, based on that of D. B. Zilversmit (1972), by using Cholesterol-d6 as a stable nonradioactive isotopic tracer of cholesterol that was administered orally into normal individuals to facilitate clinical investigation.

Technology Process of Cholesterol-26,26,26,27,27,27-D6

There total 11 articles about Cholesterol-26,26,26,27,27,27-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: 94.0%

C33H54(2)H6OSi (1427795-21-8) → (26,26,26,27,27,27-2H6)cholesterol (60816-17-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.phytochem.2013.01.010

Reference yield: 82.0%

<26,27-2H6>cholesteryl benzoate (88247-72-7) → (26,26,26,27,27,27-2H6)cholesterol (60816-17-3)

Guidance literature:

With potassium hydroxide; In methanol; for 4h; Heating;

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

upstream raw materials:

<26,27-2H6>cholesteryl benzoate

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

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

<26,27-2H6>cholesta-5,24-dien-3β-ol 3-tetrahydropyran-2-yl ether

Downstream raw materials:

3β-hydroxy-5-oxo-5,6-seco-[26,26,26,27,27,27]-D6-cholestan-6-al

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.