3,27-dihydroxy-5-cholesten-7-one

Base Information

• Chemical Name: 3,27-dihydroxy-5-cholesten-7-one
• CAS No.: 240129-30-0
• Molecular Formula: C₂₇H₄₄O₃
• Molecular Weight: 416.645
• Mol file: 240129-30-0.mol

Synonyms:

Chemical Property of 3,27-dihydroxy-5-cholesten-7-one

Chemical Property:

• Boiling Point: 554.5±33.0 °C(Predicted)
• PKA: 14.68±0.70(Predicted)
• Density: 1.08±0.1 g/cm3(Predicted)

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 7-Keto-27-hydroxycholesterol is used in the study of biochemical methods for the extraction and quantitative analysis of sterols and secosteroids from human plasma using combination of HPLC-MS and GC-MS.

Technology Process of 3,27-dihydroxy-5-cholesten-7-one

There total 3 articles about 3,27-dihydroxy-5-cholesten-7-one 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%

(25R)-3β,26-diacetoxycholest-5-en-7-one (43204-20-2) → (25R)-3β,26-dihydroxycholest-5-en-7-one (240129-30-0)

Guidance literature:

With sodium carbonate; In methanol; at 20 ℃;

DOI:10.1016/S0009-3084(99)00005-5

Reference yield:

(20R,25R)-cholest-5-ene-3β,26-diol 3,26-diacetate (43204-21-3) → (25R)-3β,26-dihydroxycholest-5-en-7-one (240129-30-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / pyridinium chlorochromate; 3 A molecular sieves / benzene / 24 h / Heating

2: 90 percent / Na₂CO₃ / methanol / 20 °C

With 3 A molecular sieve; sodium carbonate; pyridinium chlorochromate; In methanol; benzene; 1: Oxidation / 2: Deacetylation;

DOI:10.1016/S0009-3084(99)00005-5

Reference yield:

7-Oxocholesterol (566-28-9) → 3β-hydroxy-5-cholesten-7-one-26-oic acid (1246298-64-5) + (25R)-3β,26-dihydroxycholest-5-en-7-one (240129-30-0)

Guidance literature:

With isocitrate dehydrogenase; adrenodoxin; ethylenediaminetetraacetic acid; adrenodoxin reductase; cytochrome P₄₅₀ 27A₁; NADPH; DL-isocitric acid trisodium salt; at 37 ℃; for 0.0833333h; pH=7.4; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1194/jlr.M014217

upstream raw materials:

(25R)-3β,26-diacetoxycholest-5-en-7-one

(20R,25R)-cholest-5-ene-3β,26-diol 3,26-diacetate

7-Oxocholesterol

Refernces

• 1、 Li, Shengrong,Pang, Jihai,Wilson, William K.,Schroepfer Jr., George J.. "Sterol synthesis. Preparation and characterization of fluorinated and deuterated analogs of oxygenated derivatives of cholesterol". . p. 33 - 71. Retrieved 2007/10/03.