71155-07-2

Usage

Uses

Used in Organic Chemistry:
(+)-anti-5-carboxytricyclo<2.2.1.0^2,6>heptan-3-one is used as a starting material for the synthesis of various biologically active molecules and pharmaceuticals. Its unique structural and chiral properties make it an important intermediate in organic synthesis.
Used in Medicinal Chemistry:
(+)-anti-5-carboxytricyclo<2.2.1.0^2,6>heptan-3-one is used in the preparation of complex molecular structures in medicinal chemistry. Its unique structural and chiral properties make it an important intermediate in the development of new drugs and pharmaceuticals.
Used in Drug Discovery Research:
(+)-anti-5-carboxytricyclo<2.2.1.0^2,6>heptan-3-one is used as a key intermediate in drug discovery research. Its unique structural and chiral properties make it a valuable compound for the development of new drugs and pharmaceuticals with potential therapeutic applications.

Upstream product

• 6169-95-5 C₈H₈O₂ 
• 15573-45-2 (1S,2S,3S,6R,7S,9S)-2-Iodo-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid 
• 50-00-0 formaldehyd 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 50703-31-6 3-hydroxymethyltricyclo<2,2,1,0^2,6>heptan-5-ol diformate 
• 50703-32-7 anti-5-carboxytricyclo<2.2.1.0^2,6>heptan-3-one 
• 70748-53-7 anti-3-oxotricyclo[2.2.1.0(2,6)]heptane-7-carboxylic acid 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 

Downstream Products

• 180324-27-0 (-)-5-oxotricyclo [2,2,1,0^2,6]heptane-3-carboxylic acid 
• 50703-32-7 (+)-anti-5-oxotricyclo<2.2.1.0^2,6>heptane-3-carboxylic acid 
• 50703-32-7 (-)-anti-5-carboxytricyclo<2.2.1.0^2,6>heptan-3-one 
• 50703-32-7 (+)-anti-5-carboxytricyclo<2.2.1.0^2,6>heptan-3-one 
• 75429-02-6 (1S,7S)-(-)-2-Oxotricyclo<2.2.1.0^3.5>heptan-7-carbonsaeure-methylester 

Relevant academic research and scientific papers

The optically pure sodium alcoholate dextrorotary chlorine forefront of the method for the preparation of

The invention relates to a preparation method of optically pure dextro cloprostenol sodium. The method comprises the following steps: using the combination of ketonic acid and S-phenylethylamine resolving agent, and carrying out chiral resolution to obtain S-propenylphosphonate with the structural formula of R-ketonic acid; then separating to obtain R-chlorone and preparing to obtain R-cloprostenol sodium. The preparation method has the benefits that the optically pure dextro cloprostenol sodium in the invention is called D-cloprostenol sodium for short, the using amount only needs one third of cloprostenol sodium being a racemic modification in current market, and the pesticide effect is obviously better than cloprostenol sodium with three times of using amount.

Synthesis of Biologically Active Analogue of Prostaglandin E2 (Racemate and Enantiomerically Pure Compounds)

Transformation of 6-chloro-3-oxo-2-oxabicyclooctane-8-carbaldehyde (6) by an eight-step synthesis leads to racemic (5Z,13E)-11,15-dihydroxy-16,16-dimethyl-9-oxo-18-oxa-5,13-prostadienoic acid (1) (dimoxaprost).The synthesis starts with the introduction of the ω-side chain of 1 into 6 by Horner-Emmons-Wittig reaction with the phosphonate 7.Ring cleavage and rearrangement of 8 affords enone 9a with unprotected hydroxyl group.By stereoselective reduction of 9a, diol 11a is obtained.Subsequently, 11a is converted in five steps through the "Corey synthesis into 1.The 5-ketoprostacyclin 17 is isolated as byproduct of the Jones oxidation of 15.Finally, the synthesis of optically pure (-)-1 and (+)-1, starting with the keto acids (+)-2 and (-)-2, is described.

ABSOLUTE CONFIGURATION OF (1R,2S,4R,6S,7R)-(+)-3-OXOTRICYCLO2,6>HEPTANE-7-CARBOXYLIC ACID

The title acid was assigned absolute configuration on the basis of stereoselective condensation with optically active amines.

Fluoroprostaglandins: Synthesis and Biological Evaluation of the Methyl Esters of (+)-12-Fluoro-, (-)-ent-12-Fluoro-, (+)-15-epi-Fluoro-, and (-)-ent-15-epi-12-Fluoroprostaglandin F2α

The synthesis and biological activity of the methyl esters of (+)-12-fluoroPGF2α, (+)-15-epi-12-fluoroPGF2α, (-)-ent-12-fluoroPGF2α, and (-)-15-epi-12-fluoroPGF2α are described.Each fluoroprostaglandin has been evaluated from pregnancy interruption in the hamster and smooth-muscle stimulating effects on gerbil colon and hamster uterine strips.All fluoroprostaglandins synthesized were shown to be neither substrates for 15-hydroxyprostaglandin dehydrogenase nor inhibitors of the enzyme.