213695-81-9

Basic information

• Product Name: Acetic acid, [[[(3beta,7alpha,19E)-3,7-dihydroxy-17-oxoandrost-5-en-19-
• Synonyms: Acetic acid, [[[(3β,7α,19E)-3,7-dihydroxy-17-oxoandrost-5-en-19-ylidene]amino]oxy]-, methyl ester (9CI)
• CAS NO: 213695-81-9
• Molecular Formula: C22H31NO6
• Molecular Weight: 405.48
• Product Categories: STEROID
• Mol File: 213695-81-9.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Acetic acid, [[[(3beta,7alpha,19E)-3,7-dihydroxy-17-oxoandrost-5-en-19-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, [[[(3beta,7alpha,19E)-3,7-dihydroxy-17-oxoandrost-5-en-19-(213695-81-9)
• EPA Substance Registry System: Acetic acid, [[[(3beta,7alpha,19E)-3,7-dihydroxy-17-oxoandrost-5-en-19-(213695-81-9)

Safety Data

• Hazardous Substances Data: 213695-81-9(Hazardous Substances Data)

Upstream product

• 213695-78-4 (19E)-17,17-ethylenedioxy-19-oxoandrost-5-ene-3β,7α-diyl 3,7-diacetate 19-(O-methoxycarbonylmethyl)oxime 
• 213695-75-1 C₃₁H₅₀O₇Si 
• 213695-73-9 19-(tert-butyldimethylsiloxy)-17,17-ethylenedioxy-7-oxoandrost-5-en-3β-yl acetate 
• 213695-74-0 19-(tert-butyldimethylsiloxy)-17,17-ethylenedioxy-7α-hydroxyandrost-5-en-3β-yl acetate 
• 213695-77-3 C₂₅H₃₄O₇ 
• 213695-72-8 19-(tert-butyldimethylsiloxy)-17,17-ethylenedioxyandrost-5-en-3β-yl acetate 
• 213695-76-2 17,17-ethylenedioxy-19-hydroxyandrost-5-ene-3β,7α-diyl diacetate 
• 186581-53-3 diazomethane 
• 213695-79-5 (19E)-17,19-dioxoandrost-5-ene-3β,7α-diyl 3,7-diacetate 19-(O-methoxycarbonylmethyl)oxime 

Downstream Products

• 213695-71-7 (19E)-3β,7α-dihydroxy-17-oxoandrost-5-en-19-al 19-(O-carboxymethyl)oxime 

Relevant articles and documents

Synthesis of (19E)-3β,7α-dihydroxy-17-oxoandrost-5-en-19-al 19-(O-carboxymethyl)oxime, a new hapten for 7α-hydroxydehydroepiandrosterone (3β,7α-dihydroxyandrost-5-en-17-one)

The title compound was prepared in 11 steps from 17,17-ethylenedioxy-19-hydroxyandrost-5-en-3β-yl acetate. After tert-butyldimethylsilyl protection of the 19-hydroxyl group, a 7-oxo group was introduced by oxidation with 3,5-dimethylpyrazole-chromium trioxide complex, and then selectively reduced with L-Selectride to give a 7α-hydroxy derivative. This partially protected trial was acetylated and desilylated to 3,7-diacetate. Subsequent oxidation with pyridine-chromium trioxide complex gave 19-aidehyde, which was transformed into the corresponding protected 19-(O-carboxymethyl)oxime. Successive ketal cleavage, deacetylation, and methyl ester splitting gave the final (19E)-3β,7α-dihydroxy-17-oxoandrost-5-en-19-al 19-(O-carboxymethyl)oxime, designed as a hapten for 7α-hydroxydehydroepiandrosterone immunoassays.