17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione 3,20-bis(ethylene acetal), CAS No. 54201-84-2

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54201-84-2

Catalog No. EBD304057

CAS 54201-84-2

Name 17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione 3,20-bis(ethylene acetal)

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Basic Information

Synonyms: 19-Norpregna-5(10),9(11)-diene-3,20-dione,17-hydroxy-,cyclic3,20-bis(1,2-ethanediylacetal),(5a,10a)- 19-Norpregna-5(10),9(11)-diene-3,20-dione,17-hydroxy-,cyclicbis(1,2-ethanediylacetal) 3,20-Bis(ethylenedioxy)-19-norpregna-5(10)9(11)dien-17-ol 17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione3,20-bis(ethyleneacetal) 3,20-bis-ethylenedioxy-17α-hydroxy-19-norpregna-5(10),9(11)-diene 3,20-bis-ethylenedioxy-17α-hydroxy-19-norpregna-4,9-diene 3,3,20,20-bis(ethylene-dioxy)-17α-hydroxy-19-norpregna-5(10),9(11)-diene 3,3,20,20-bis-(ethylenedioxy)-19-norpregna-5(10),9(11)-dien-17α-ol 3,20-Bis(Ethylenedioxy)-19-Norpregna-5(10),9(11)-Dien-17-Ol

Molecular Formula: C24H34O5

Molecular Weight: 402.52

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > APIs and Their Salts > Endocrine & Metabolic Drugs

Product Description:

3,20-Bis(ethylenedioxy)-19-norpregna-5(10),9(11)-dien-17-ol is a key steroid intermediate in organic synthesis. It features a modified 19-nor steroid backbone with two ethylenedioxy protecting groups at the 3- and 20- positions, and a hydroxyl group at the 17-position. The molecule contains conjugated diene systems at the 5(10) and 9(11) positions, making it a versatile precursor for further chemical transformations. This compound is primarily used as a crucial chiral building block in the synthesis of various steroidal active pharmaceutical ingredients (APIs). Its most significant application is in the synthesis of Drospirenone, a progestin used in oral contraceptives and hormone replacement therapies. The specific stereochemistry and functional groups of this intermediate are essential for constructing the final drug molecule with the desired biological activity. The ethylenedioxy groups serve as protective groups for ketone functionalities, which can be deprotected at later stages of the synthesis. As a high-value pharmaceutical intermediate, it is handled under controlled conditions in research and industrial settings. Its synthesis and purification require expertise in steroid chemistry to ensure the correct stereochemistry and purity required for subsequent steps in API manufacturing.

Physical Properties

Boiling Point: 568 °C at 760 mmHg

Flash Point: 297.3 °C

Density: 1.25 g/cm3