Studies on Steroid Conjugates. IX. New Synthesis of Estriol 16-and 17-Monoglucuronides

スポンサーリンク

概要

• 論文の詳細を見る

• A new synthetic route leading to the titled compounds by three steps from estriol (I) has been developed. When estriol 3-benzoate (IIa) and methyl acetobromoglucuronate were stirred in benzene in the presence of silver carbonate, the condensation reaction occurred at C-16 and C-17 yielding two isomeric glucuronide derivatives (IIIa, IVa) in approximately equal amount. Upon alkaline hydrolysis these two were readily converted into the desired estriol monoglucuronides (V, VI). The structures of IIIa and IVa were further confirmed by transforming into the 16,17-ketol derivatives (VII, VIII) by Jones oxidation. The yield and composition of the product in Koenigs-Knorr reaction were significantly influenced by the solvent as was shown in Table I. Application of the present method to the preparation of estriol-6,7-^3H 16-and 17-glucuronides has also been described.

• 社団法人日本薬学会の論文
• 1972-09-25

著者

• 柴田 健雄

  Research Department Teikoku Hormone Mfg. Co. Ltd.

• 阿部 達也

  Research Division Teikoku Hormone Mfg. Co. Ltd.:(present Address)department Of Chemistry Faculty Of

• 川原田 良彦

  Pharmaceutical Institute, Tohoku University

• 川原田 良彦

  Pharmaceutical Institute Tohoku University

関連論文

• 27 22-Isoecdysoneの合成および22-Hydroxycholesterolの22-水酸基のconfigurationについて
• 43 イノコステロンの立体構造,合成および分離
• The Reaction of Lead Tetraacetate with 3β-Hydroxy Steroids
• Shidasterone, an Insect Metamorphosing Substance from Blechnum niponicum : Structure
• Synthesis of Ecdysterone
• Synthesis of Ecdysone. IV. A Novel Synthesis of the Side Chain Structure of Ecdysone
• Synthesis of Ecdysone. V. Synthesis of 22-Isoecdysone
• Further Preparation of Steroidal Diosphenols. I. Synthesis of Some 4,4-Dimethyl-2-hydroxy-3-oxo-1-ene Steroids in Androstane and Pregnane Series
• The Configuration of 22-Hydroxycholesterol
• Synthesis of Rubrosterone
• Synthesis of Ecdysone
• Synthesis of ecdysone.II.Synthesis of and Stereochemistry of 2β, 3β-Dihydroxycholestan-6-ones and Their Derivatives
• Synthesis of Exdysone.I.A Novel Synthesis of 2β, 3β-Dihydroxy Steroids
• Further Preparation of Steroidal Diosphenols. II. Synthesis of 2,16α, 17β-and 2,16β, 17β-Trihydroxy-4,4-dimethylandrosta-1,5-dien-3-ones
• Molecular Conformations of Aminophenylimidazoles Exhibiting Antiulcer Activities
• Conformation Study of a Histamine H_2-Receptor Antagonist : Crystal Structures of 2-Acetoxy-N-[3-[m-(1-piperidinomethyl)-phenoxy]propyl]acetamide (Roxatidine Acetate) and Its Hydrochloride Salt
• Antiandrogen. II. Oxygenated 2-Oxapregnane Steroids
• Antiandrogen. I. 2-Azapregnane and 2-Oxapregnane Steroids
• Studies on Steroid Conjugates. IX. New Synthesis of Estriol 16-and 17-Monoglucuronides
• 40 Ecdysoneの合成 II
• Studies on Steroid Conjugates. XII. Occurrence of 16-Epiestriol 16-Glucuronide in Human Pregnancy Urine
• Studies on Steroid Conjugates. V. Synthesis of 16-Epiestriol 3-Glucuronide
• Urinary and Biliary Metabolites of 17α-Acetoxy-6-chloro-4,6-pregnadiene-3,20-dione in the Rabbit
• Synthesis of 17α-Acetoxy-6-chloro-2α, 3β-dihydroxy-4,6-pregnadien-20-one, a Metabolite of Chlormadinone Acetate
• Syntheses of Catechol Estrogen 16,17-Ketols, New and Potential Metabolites
• Isolation and Characterization of Biliary Metabolites of Estriol in the Rat
• Biliary Conjugated Metabolites of Estriol in the Rat
• Syntheses of Methoxyestrogen Glucuronide Acetate-Methyl Esters
• Syntheses of 16β-Oxygenated Catechol Estrogen Methyl Ethers, New and Potential Metabolites
• Conjugated Metabolites of Estriol in Rat Bile

もっと見る 閉じる

スポンサーリンク