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A new, practical synthesis of 2-methoxyestradiols
- Source :
- Steroids. 67(13-14)
- Publication Year :
- 2002
-
Abstract
- An efficient and practical approach to synthesize moderate to large amounts of 2-methoxyestradiol (2-ME2) is described. The key step in the synthesis is the regioselective introduction of an acetyl group at the C-2 position of estradiol using a zirconium tetrachloride mediated Fries rearrangement carried out on estradiol diacetate. The seven step synthetic procedure readily gave 2-ME2 in 49% overall yield. Application of this method to the synthesis of 2-methoxy-7α-methylestradiol is also described.
- Subjects :
- Pharmacology
Zirconium
Estradiol
Molecular Structure
Fries rearrangement
medicine.medical_treatment
Organic Chemistry
Clinical Biochemistry
Regioselectivity
chemistry.chemical_element
Alcohol
Biochemistry
Chemical synthesis
Steroid
2-Methoxyestradiol
chemistry.chemical_compound
Endocrinology
chemistry
Estradiol Congeners
Yield (chemistry)
Tetrachloride
medicine
Organic chemistry
Molecular Biology
Subjects
Details
- ISSN :
- 0039128X
- Volume :
- 67
- Issue :
- 13-14
- Database :
- OpenAIRE
- Journal :
- Steroids
- Accession number :
- edsair.doi.dedup.....3e029d2ae3114fb571d412e66845030a