34347-28-9

Usage

Uses

Used in Pharmaceutical Industry:
20E-DEHYDROCHOLESTEROL is used as a precursor for the synthesis of cholesterol and steroid hormones for various medical applications, including hormone replacement therapies and the treatment of certain endocrine disorders.
Used in Vitamin D Production:
20E-DEHYDROCHOLESTEROL is used as a key component in the production of vitamin D supplements, which are essential for maintaining bone health and supporting the immune system.
Used in Cosmetics Industry:
20E-DEHYDROCHOLESTEROL is used as an active ingredient in certain skin care products, where it can be converted into vitamin D upon exposure to sunlight or UV light, potentially contributing to skin health and the prevention of certain skin conditions.
Used in Research and Development:
20E-DEHYDROCHOLESTEROL is used as a research compound for studying the role of vitamin D in various biological processes and for developing new drugs and therapies targeting vitamin D-related pathways.

InChI:InChI=1/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h6,8-9,18-19,21-25,28H,7,10-17H2,1-5H3/b8-6+/t19-,21+,22+,23?,24+,25+,26+,27-/m1/s1

Upstream product

• 34714-34-6 cholesta-5,22(E),25-trien-3β-ol 
• 28322-40-9 isoamyltriphenylphosphonium bromide 
• 3986-89-8 (20S)-3-oxopregn-4-ene-20-carboxaldehyde 
• 40736-33-2 (20S)-20-hydroxymethylpregn-4-en-3-one 
• 83-48-7 Stigmasterol 
• 107-84-6 1-chloro-3-methylbutane 
• 53906-49-3 3β-ol-23,24-bisnor-chol-5-en-22-al hemihydrochloride 
• 53139-42-7 stigmasteryl tosylate 
• 10211-88-8 (20S)-3β-acetoxybisnorchol-5-en-22-al 
• 80925-45-7 (22E,25R,S)-N,N-dimethyl-3β-acetoxycholesta-5,22-dien-26-amide 
• 80907-93-3 (22E,25R,S)-26-(dimethylamino)cholesta-5,22-dien-3β-ol N-oxide 
• 80907-91-1 (20S,22R,S)-3β-acetoxychola-5,23-dien-22-ol 
• 80907-92-2 (22E,25R,S)-26-(dimethylamino)cholesta-5,22-dien-3β-ol 
• 76719-23-8 (22E)-cholest-5,22-diene-3β-tetrahydropyranyloxy-26-oic acid ethyl ester 

Downstream Products

• 86270-28-2 C₃₄H₅₀O₃S 
• 57-88-5 cholesterol 
• 86794-55-0 (23R)-cholest-5-ene-3β,23-diol dibenzoate 
• 17955-01-0 (22S)-22-hydroxycholesterol dibenzoate 
• 64110-88-9 (22E)-22,23-dehydrocholesterol benzoate 

Relevant academic research and scientific papers

Methods for preparing cholesterol, and derivatives and analogs thereof

The present invention relates to the field of pharmaceutical chemistry, and in particular to methods of preparing cholesterol,and derivatives and analogs thereof. The cholesterol derivatives include, but not limited to, 7-dehydrocholesterol, 25-hydroxycholesterol, 25- hydroxy7dehydrocholesterol and ergosterol. In the invention, phytosterol can be used as a raw material to prepare the compound shown in the formula I through microbial conversion, and then cholesterol and the derivatives and analogues thereof are prepared.

Novel method used for synthesizing cholesterol

The invention discloses a novel method used for synthesizing cholesterol. The novel method comprises following steps: 1, stigmasterol 02 is dissolved in an organic solvent I, and is subjected to silicon etherification reaction with trimethylchlorosilane under the effect of a catalyst, and a compound 03 is obtained via water washing and condensation; 2, the compound 03 is dissolved in an organic solvent II for ozone oxidation, zinc powder and acetate acid gracial are added for reduction, after reduction, filtering, washing, and condensation are carried out so as to obtain a compound 04; 3, triphenylphosphine is reacted with 1-halogenated-3-methyl butane so as to obtain 3-methyl butyl triphenyl halogenated phosphorus, the 3-methyl butyl triphenyl halogenated phosphorus is added into an aprotic solvent, a strong base is added, wittig reaction with a compound 4 is carried out, and neutralizing, condensation, and filtering are carried out so as to obtain a compound 05; 4, the compound 05 is subjected to selective hydrogenation in a solvent III under the action of a catalyst and a passivator, and filtering, condensation, and crystallization are carried out so as to obtain cholesterol 01. The novel method is simple; raw materials are cheap; the novel method is economic and is friendly to the environment, and is convenient for industrialized production.

Preparation of Some Unsaturated Side-Chain Derivatives of Cholesterol

Cholesta 5,22(E),25-trien-3β-ol (6), cholesta-5,25-dien-3β-ol (7), 5α-cholest-25-en-3β-ol (8), cholesta-5,22(E),24-triene-3β-ol (9), and cholesta-5,22(E)-dien-3β-ol were prepared from the product obtained by reaction of 3β-acetoxychola-5,23-dien-22-ol with N,O-ketene acetal.