Patent
Process for producing prostaglandin e.
Fumie Sato,Takehiro Amano,Kazuya Kameo,Tohru Tanami,Masaru Mutoh,Naoya Ono,Jun Goto +6 more
- 02 Feb 1993
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TL;DR: In this article, a process for producing prostaglandin E in a short time and in a high yield while minimizing the formation of isomers is presented, which comprises reacting an allyl ester of a prostaglanin E represented by general formula (II) wherein R?1 and R2? may be the same or different from each other and each represents hydrogen or lower alkyl; R3 represents hydrogen, lower alyl, alkenyl or aryl; and R?4, R5, R6, R7?, A and
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Abstract: To produce a prostaglandin E in a short time and in a high yield while minimizing the formation of isomers. A process for producing a prostaglandin E represented by general formula (I) wherein A represents an arbitrary group not participating in the reaction; B represents vinylene or ethynylene; R?4 and R5? may be the same or different from each other and each represents hydrogen or a protective group for a hydroxyl group; and R?6 and R7? represent each an arbitrary group not participating in the reaction, which comprises reacting an allyl ester of a prostaglandin E represented by general formula (II) wherein R?1 and R2? may be the same or different from each other and each represents hydrogen or lower alkyl; R3 represents hydrogen, lower alkyl, alkenyl or aryl; and R?4, R5, R6, R7?, A and B are each as defined above, with one or two compounds selected from the group consisting of bases and formic acid in the presence of a complex compound or a complex salt of 0-valent or divalent palladium atom.
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Citations
Patent
Prostaglandin e analogues
Fumie Sato,Tohru Tanami,Hideo Tanaka,Naoya Ono,Makoto Yagi +4 more
- 05 Sep 2000
TL;DR: Prostaglandin analogues represented by general formula (I), pharmaceutically acceptable salts thereof, or hydrates of both: wherein A is ethylene, vinylene or ethynylene; Y and Y are each independently hydrogen, halogeno, cyano, CONR R (wherein R and R are each independent hydrogen or C1-6 alkyl, or R andR together with the nitrogen atom adjacent thereto may form C4-8 cyclic amine), C 1-3 aminoalkyl, C 1 -6 hydroxyalkyl
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Patent
Prostaglandin e1 analogue
Fumie Sato,Takehiro Amano,Kazuya Kameo,Tohru Tanami,Masaru Mutoh,Naoya Ono,Jun Goto +6 more
- 21 Apr 1992
TL;DR: In this article, a novel prostaglandin E1 which is excellent in drug efficacy while reduced in adverse reactions as compared with conventional ones is presented, which is a PGE1 analogue represented by general formula (I) and its salt, wherein A represents vinylene or ethynylene; R1 represents hydrogen, C?1? to C6 alkyl or aryl; and R?2? represents C?5?to C10 branched aliphatic hydrocarbyl.
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Patent
Improved Process for the Production of Prostaglandins and Prostaglandin Analogs
Martin Albert,Andreas Berger,Dominic De Souza,Kerstin Knepper,Hubert Sturm +4 more
- 10 Jul 2008
TL;DR: In this paper, an improved process for the production of prostaglandin analogs was proposed, which is used for the reduction of elevated intraocular pressure in patients with glaucoma and ocular hypertension.
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Patent
Prostaglandin e 1? analogue.
Fumie Sato,Takehiro Amano,Kazuya Kameo,Tohru Tanami,Masaru Mutoh,Naoya Ono,Jun Goto +6 more
- 21 Apr 1992
TL;DR: In this paper, a novel prostaglandin E1 which is excellent in drug efficacy while reduced in adverse reactions as compared with conventional ones is presented, where a PGE1 analogue represented by general formula (I) and its salt, wherein A represents vinylene or ethynylene; R represents hydrogen, C1 to C6 alkyl or aryl; and R represents C5 to C10 branched aliphatic hydrocarbyl.
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Patent
Prostaglandin E1 analogues
Fumie Sato,Takehiro Amano,Kazuya Kameo,Tohru Tanami,Masaru Mutoh,Naoya Ono,Jun Goto +6 more
- 21 Apr 1992
TL;DR: The prostaglandin E1 analogue represented by the formula: (see Formula I) (wherein A is a vinylene group or an ethynylene group, R 1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or an allyl groups, R 2 is a branched aliphatic hydrocarbon group having 5 to 10 carbon atoms), or a salt thereof) as mentioned in this paper.
References
Synthesis of Allyl Ester of Prostaglandin E and the Conversion of the Allyl Ester Moiety into Carboxylic Acid by Chemical Method. A Highly Practical Synthesis of Natural PGE1 and Limaprost
TL;DR: In this article, the synthesis of prostaglandin E allyl ester via two-component coupling process and the conversion of the allyl Ester moiety into free carboxylic acid by the reaction with HCO2H-Et3N in the presence of a palladium catalyst has been described.
Patent
Prostaglandin e1 analogue
Fumie Sato,Takehiro Amano,Kazuya Kameo,Tohru Tanami,Masaru Mutoh,Naoya Ono,Jun Goto +6 more
- 21 Apr 1992
TL;DR: In this article, a novel prostaglandin E1 which is excellent in drug efficacy while reduced in adverse reactions as compared with conventional ones is presented, which is a PGE1 analogue represented by general formula (I) and its salt, wherein A represents vinylene or ethynylene; R1 represents hydrogen, C?1? to C6 alkyl or aryl; and R?2? represents C?5?to C10 branched aliphatic hydrocarbyl.
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Patent
Process for preparing prostaglandin derivatives
Yoshio Ishimoto,Kobayashi Makiko,Kurozumi Seiji,Miura Shukuji,Tanaka Toshio,Takeshi Yu +5 more
- 13 Aug 1975
TL;DR: In this paper, the Prostaglandin derivatives of formula I (where A is an alkylene, aralkylene, etc; Bis alkyl, aryl, etc.).
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Patent
Novel preparation of e-type prostanoic acid derivative
Kurozumi Seiji,Mitsuaki Mukoyama,Tanaka Toshio +2 more
- 30 Oct 1981
TL;DR: In this article, the E-type prostanoic acid amide derivative of formula V, its 15-epimer, their enantiomers, or their mixture can be prepared by oxidizing the carboxylic acid residue, by removing the protecting group of the hydroxyl group.
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