Steroids: reactions and partial syntheses

Černý, V.

doi:10.1039/np9941100419

Cited by 3 publications

(4 citation statements)

References 177 publications

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“…Also, other manuscripts, including reviews on the partial synthesis of steroids (186), steroid drugs (187)(188)(189), biologically active steroids (190), heterocyclic steroids (191), vitamin D (192), novel oxidations of steroids (193), and template-directed functionalization of steroids (194), have been published.…”

Section: Syntheses Several Improvements and Innovations Have Resultementioning

confidence: 99%

“…Aldehyde (184) was converted to 9,11-dehydroestrone methyl ether (177) as discussed above. The overall yield of 9,11-dehydroestrone methyl ether (177) was 17% in five steps from 6-methoxy-1-tetralone (186) and (185) (201).…”

Section: Estranesmentioning

confidence: 99%

“…One notable exception, however, was the first industrial-scale synthesis of optically active steroids performed by workers at Roussel-UCLAF. The linear synthesis began with a suitable B-C-ring synthon, 6-methoxy-1-tetralone (186). In a series of steps, tetralone (186) was converted to 2-methyl-2-cyanotetralone (270).…”

Section: Androstanes and Pregnanesmentioning

confidence: 99%

“…The linear synthesis began with a suitable B-C-ring synthon, 6-methoxy-1-tetralone (186). In a series of steps, tetralone (186) was converted to 2-methyl-2-cyanotetralone (270). Condensation of (270) with dimethyl succinate followed by carbonyl reduction, saponification, and resolution produced the optically active tricyclic acid (271).…”

Section: Androstanes and Pregnanesmentioning

confidence: 99%

See 3 more Smart Citations

Steroids

Morgan¹,

Moynihan²

2000

Kirk-Othmer Encyclopedia of Chemical Technology

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Steroids are members of a large class of lipid compounds called terpenes that are biogenically derived from the same parent compound, isoprene, C 5 H 8 . Steroids contain or are derived from the perhydro‐1,2‐cyclopentenophenanthrene ring system and are found in a variety of different marine, terrestrial, and synthetic sources. Nonhormonal steroids, eg, sterols and bile acids; vitamin D; and hormonal steroids, eg, the human sex hormones (androgens, estrogens, and progestins) and corticosteroids (glucocorticoids and mineralocorticoids) play critical roles in the physiology and biochemistry of most living creatures. Other naturally occurring steroids, such as plant steroids, marine steroids, ecdysteroids, cardiac steroids, steroid alkaloids, and steroid antibiotics, have a plethora of biological activities and uses. Many synthetic steroids are the product of pharmaceutical research that has resulted in the development of several steroid‐based medicines with a market value over $10 billion. Among the medicinally important synthetic steroids, are antihormones, anesthetics, antiinflammatories, antiasthmatics, contraceptive drugs, antibiotics, anticancer agents, cardiovascular agents, and osteoporosis drugs.

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