ChemicalBook CAS DataBase List Pregnenolone

Pregnenolone synthesis

10synthesis methods

Product Name:Pregnenolone
CAS Number:145-13-1
Molecular formula:C21H32O2
Molecular Weight:316.48

Pregnenolone is a natural steroid hormone that serves as a precursor for a wide range of steroids, including mineralocorticoids, glucocorticoids, androgens, and estrogens. It can be synthesized from 16-Dehydropregnenolone acetate by reduction reaction.

58701-45-4 Synthesis

3-tert-Butyldimethylsilyloxy Pregnenolone

58701-45-4
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$120.00/5mg

145-13-1
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$28.00/500mg

Yield:145-13-1 97%

Reaction Conditions:

with chloro-methylsulfanyl-methane;water;potassium iodide in 1,4-dioxane at 50; for 3.3 h;

Steps:

Deprotection of silyl ethers; the desilylation of 1a

General procedure: Protected diosgenin 1a (200 mg, 1 equiv.), chloromethyl methyl sulfide (4 mg, 0.1 equiv.), KI (2 mg, 0.03 equiv.), dioxane (4.0 mL)and water (102 mg, 15 equiv.) were added to a 25 mL round-bottom flask. The mixture was then stirred at 50 °C for 2.3 h. The solvent was then removed under reduced pressure for silica gel chromatography to furnish diosgenin 1aa as: White solid; yield 152 mg (>99%).

References:

Niu, Qun;Xing, Linlin;Li, Chunbao [Journal of Chemical Research,2017,vol. 41,# 6,p. 358 - 364]