Steroid Series. XI. Synthesis of B-Norsteroid.
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概要
- 論文の詳細を見る
Cholesterol acetate (Ia), 3β-hydroxypregn-5-en-20-one acetate (Ib) and 3β-hydroxyandrost-5-en-17-one acetate (Ic) were ozonized in dichloromethane containing a small amount of methanol to give the corresponding 3β-acetoxy-5-hydroxy-6-methoxy-5,6-peroxy-5,6-seco steroid compounds (IIa, b, c), which on reduction with zinc dust and acetic acid afforded 3β-acetoxy-5-oxo-5,6-secosteroid-6-als (IIIa, b, c). Cyclization reaction of (IIIa, b, c) was conducted by stirring with alumina in benzene solution to yield 6β-formyl-B-nor-5β-cholestane-3β, 5-diol 3-acetate (IVa), 6β-formyl-3β, 5-dihydroxy-B-nor-5β-pregnan-20-one 3-acetate (IVb) and 6β-formyl-3β, 5-dihydroxy-B-nor-5β-androstan-17-one 3-acetate (IVc), respectively.
- 公益社団法人日本薬学会の論文
- 1963-04-25
著者
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森沢 靖弘
Central Research Laboratories Sankyo Co. Ltd.
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田辺 克巳
Takamine Laboratory, Sankyo Co., Ltd.
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森沢 靖弘
Takamine Laboratory, Sankyo Co., Ltd.
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田辺 克巳
Central Research Laboratories Sankyo Co. Ltd.
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田部 克巳
Central Research Laboratories Sankyo Co. Ltd.
関連論文
- Steroid Series. XVII. New Synthetic Routes to 19-Norsteroids (1)
- Steroid Series. XVI. The Preparation of 3α, 5α-Cyclo-6β, 19-oxidosteroids and its Conversion to 19-Oxygenated Steroid Derivatives
- Steroid Series. X. Ozonolysis of 7-Oxo-⊿^5-Steroids. An Attempt to synthesize 6-Azasteroid Hormone Analogs.
- The Formation of 6,19-Epoxy-3,5-cyclo-steroid
- Steroid Series. VI. : Synthesis of B-Norsteroids. (2).
- Steroid Series. V. : Synthesis of B-Norsteroids. (1).
- Steroid Series. IV. : Ozonization of Cyclic 3-(Ethylene Acetal) of ⊿^4-3-oxosteroids.
- Steroid Series. III. : Ozonization of 3-Acetoxy-⊿^5-steroids in the Presence of Formaldehyde.
- The Conversion of Alantolactone into Dihydroeudesmol
- Vitamin A及びその関連化合物の研究(第2報)Methylγ-Bromosenecioateによるβ-CyclocitralのReformatsky反応
- 7-Aza-5β-cholestane Derivatives
- Steroid Series. XI. Synthesis of B-Norsteroid.
- Steroid Series. IX. A New Route to 6-Nitrosteroid Derivatives.
- The Structure of Alantolactone. III. Configurations of 4-Methyl Group in Tetrahydroalantolactone and Several 3-Hydroxytetrahydroalantolactones.
- The Structure of Alantolactone. II. The Conversion of Alantolactone into Dihydroeudesmol.
- Steroid Series. XXI. Reaction of 4-Halo-Δ^4-3-oxosteroides with Dimethyl Sulfoxide
- Steroid Series. XX. Reaction of α, β-Epoxyketone with Dimethyl Sulfoxide
- Steroid Series. XIII. Stereochemistry of B-Nor-5α-and -5β-6-oxocholestane Derivatives
- Steroid Series. XII. Stereochemistry of B-Nor-5β, 8α-steroid Derivatives
- 19-酸素化ステロイドの化学 : 19-ノルステロイドの合成