20281-70-3

Basic information

• Product Name: GUGGULSTEROLIV
• Synonyms: GUGGULSTEROLIV;5-Hydroxy-5α-cholestane-3,6-dione
• CAS NO: 20281-70-3
• Molecular Formula: C₂₇H₄₄O₃
• Molecular Weight: 416.63646
• Mol File: 20281-70-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: GUGGULSTEROLIV(CAS DataBase Reference)
• NIST Chemistry Reference: GUGGULSTEROLIV(20281-70-3)
• EPA Substance Registry System: GUGGULSTEROLIV(20281-70-3)

Safety Data

• Hazardous Substances Data: 20281-70-3(Hazardous Substances Data)

Upstream product

• 57-88-5 cholesterol 
• 1253-84-5 cholestanetriol 
• 2953-37-9 3β,5-dihydroxy-5α-cholestan-6-one 
• 25876-57-7 5,6β-dihydroxy-5α-cholestan-3-one 
• 35089-25-9 3β-Hydroxycholestan-5α,6α-diol 
• 1250-95-9 5α,6α-epoxycholestan-3β-ol 
• 64-19-7 acetic acid 
• 57-88-5 cholesterol 
• 601-54-7 Cholest-5-en-3-one 
• 604-35-3 Cholesteryl acetate 

Downstream Products

• 911477-51-5 cholestatriene-(3.5.7)-diyl-(3.6)-dibenzoate 

Relevant articles and documents

Oxidation of Alcohols with o-Iodobenzoic Acid (IBX) in DMSO: A New Insight into an Old Hypervalent Iodine Reagent

The ultracentennial 10-I-4 iodinane oxide IBX (3; o-iodoxybenzoic acid; 1-hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide) represents a new oxidizing reagent that successfully joins to the large family of known oxidants.IBX, in contrast to other valuable oxidants, is inexpensive to prepare and easy to handle, can tolerate moisture and water, and generally gives very good yields.Furthermore, IBX is mild and chemoselective (primary alcohols are converted into aldehydes with no overoxidation to acids; 1,2-diols are converted to α-ketols or α-diketones without oxidative cleavage; amino alcohols are oxidized to amino carbonyls, without protection of the amino group; sensitive heterocycles are not affected; various other functional groups are compatible with IBX oxidation).IBX is versatile (it works in various solvents and it is highly sensitive to temperature variations), and its solutions in DMSO are stable enough to carry out the oxidation reaction easily.

A Mild Oxidizing Reagent for Alcohols and 1,2-Diols: o-Iodoxybenzoic Acid (IBX) in DMSO

o-Iodoxybenzoic acid (IBX) smoothly oxidizes primary and secondary alcohols to aldehydes and ketones, respectively. 1,2-Diols are converted to α-ketols or α-diketones without any oxidative cleavage of the glycol C-C bond.IBX oxidations are easily conducted in DMSO solution at room temperature, with yields ranging from good to quantitative.

Catalytic Oxygenation of Cholesterol with a Platinum Catalyst under Moderate Pressure of Oxygen

The catalytic oxigenation of cholesterol 1 with a platinum black catalyst under moderate pressure (20-25 atm) of oxygen yielded eleven oxidation products, 3-13a.The reaction pathway of the catalytic oxygenation is discussed on the basis of the results for several reaction conditions.

Hydroxylation of Δ5-Steroids with N-Bromosuccinimide to 5α,6β-Diols

The reaction of N-bromosuccinimide with Δ5-steroids such as, diosgenin, cholesterol, stigmasterol and dehydroisoandrosterone were studied.It was found that NBS in a solvent mixture of acetone, water and acetic acid (8:1:0.1) oxidises the olefinic bond of all the previous steroidal compounds to the corresponding transglycollic, 5α,6β-dihydroxylic products in about 60percent yield at room temperature. - Keywords: N-Bromosuccinimide, Δ5-Steroids, Diosgenin, Cholesterol, Stigmastane, Dihydroisoandrosterone