75554-85-7

Usage

Uses

17epi-Limaprost is an impurity of Limaprost (L461500).

Upstream product

• 58707-52-1 (3aR,4S,5R,6aS)-4-({[dimethyl(2-methyl-2-propanyl)silyl]oxy}methyl)-5-(tetrahydro-2H-pyran-2-yloxy)hexahydro-2H-cyclopenta[b]furan-2-ol 
• 32233-40-2 (3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one 
• 65025-95-8 (3aR,4S,5R,6aS)-4-({[dimethyl(2-methyl-2-propanyl)silyl]oxy}methyl)-5-(tetrahydro-2H-pyran-2-yloxy)hexahydro-2H-cyclopenta[b]furan-2-one 
• 88852-12-4 limaprost 

Downstream Products

• 853998-94-4 (2E)-7-{(1R,2S)-2-[(1E,3S,5S)-3-hydroxy-5-methyl-1-nonenyl]-5-oxo-3-cyclopenten-1-yl}-2-heptenoic acid 
• 75554-85-7 C₂₂H₃₆O₅ 

Relevant academic research and scientific papers

Key intermediate for preparing limaprost and application thereof

The invention provides a key intermediate, i.e., a compound as shown in a formula B which is described in the specification, for synthesis of limaprost. In the formula, R1 is selected from a group consisting of a tert-butyldimethylsilyl group, a tert-buty

Before preparing a Lima intermediate row element, method for preparing the same and before the Lima row element through its method of preparation

An intermediate of formula (V) used for preparing limaprost of formula (I), preparation method thereof, and preparation method of limaprost therefrom. The present preparation method of limaprost from the intermediate of formula (V) includes: reduction of the compound of formula (V), followed by protection, deprotection and oxidation of hydroxyl group to provide the compound of formula (II), then deprotecion of hydroxyl group and/or carboxyl group of the compound of formula (II) to provide limaprost of formula (I).

Key intermediate for preparing limaprost and application thereof

The invention provides a key intermediate, i.e., a compound as shown in a formula A which is described in the specification, for synthesis of limaprost. In the formula, R1 is selected from a group consisting of a tert-butyldimethylsilyl group, a tert-butyldiphenylsilyl group, a triethylsilyl group, a trimethylsilyl group and a tetrahydropyranyl group; R2 is selected from a group consisting of a tert-butyldimethylsilyl group, a tert-butyldiphenylsilyl group, a triethylsilyl group, a trimethylsilyl group and a tetrahydropyranyl group; R3 is selected from a benzyl group or a substituted benzyl group; and R4 is selected from a group consisting of H, an acetyl group, a chloroacetyl group, a methoxyacetyl group, a benzoyl group or a substituted benzoyl group. The invention also provides a route for synthesizing limaprost from the compound. The route has the advantages of good chiral control of preparation process, capacity of constructing a double-bond structure through multiple Wittig reactions, high efficiency, low production cost, etc.

Key intermediate for preparation of limaprost and application thereof

The invention provides a key intermediate compound shown as formula V for synthesis of limaprost. In the formula, R2 is selected from straight chain or branched-chain alkyl of C1-C8, trifluoromethyl, trichloromethyl, and allyl. The invention also provides a route for synthesis of limaprost from the compound. The route has the advantages of few synthesis step, high synthesis efficiency, and low production cost, etc. (formula V).

Key intermediate for preparing Limaprost and use thereof

The invention provides a key intermediate compound shown in the formula IV for Limaprost synthesis and a route for synthesis of Limaprost from the compound. The route has the advantages of less synthesis processes, high synthesis efficiency and low production cost.

Formation of the ternary inclusion complex of limaprost with α- And β-cyclodextrins in aqueous solution

The inclusion mode of Limaprost in the presence of α- and β-cyclodextrins (CDs) was investigated to gain insight into the stabilization mechanism of Limaprost-alfadex upon the addition of β-CD in the solid state. The inclusion sites of α- and β-CDs were s

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

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.

Prostaglandin analogues

Prostaglandin analogues of the formula:- STR1 (wherein R represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 4 carbon atoms, the wavy line indicates attachment in α- or β-configuration or a mixture thereof, and the double bonds between C2 -C3 and C13 -C14 are trans), and cyclodextrin clathrates of such acids and esters, and when R represents a hydrogen atom, non-toxic salts of such acids, possess hypotensive activity, inhibitory activity on blood platelet aggregation and vasodilator activity, and weak diarrhoea-producing activity.