50703-32-7

Usage

Chemical Properties

WHITE TO OFF-WHITE CRYSTALLINE POWDER

InChI:InChI=1/C8H8O3/c9-7-3-1-2-4(5(2)7)6(3)8(10)11/h2-6H,1H2,(H,10,11)/p-1/t2-,3-,4-,5-,6+/m1/s1

Upstream product

• 6169-95-5 C₈H₈O₂ 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 869984-70-3 (1S,2R,3R,4R,6S)-5-Oxo-tricyclo[2.2.1.0^2,6]heptane-3-carboxylic acid propyl ester 
• 70748-53-7 anti-3-oxotricyclo[2.2.1.0(2,6)]heptane-7-carboxylic acid 
• 17480-69-2 (S)-N-benzyl-1-phenylethylamine 
• 50-00-0 formaldehyd 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 50703-32-7 anti-5-carboxytricyclo<2.2.1.0^2,6>heptan-3-one 
• 50703-31-6 3-hydroxymethyltricyclo<2,2,1,0^2,6>heptan-5-ol diformate 
• 50703-32-7 (1R,2S,4R,6S,7R)-(+)-3-oxotricyclo<2,2,1,0^2,6>heptane-7-carboxylic acid 
• 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 

Downstream Products

• 64248-19-7 (1S,4R)-5-Oxo-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid 
• 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 
• 75429-02-6 (1R,7R)-(+)-2-Oxotricyclo<2.2.1.0^3.5>heptan-7-carbonsaeure-methylester 
• 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 

Relevant academic research and scientific papers

Optically pure 5 - oxotricyclo[2, 2, 1,02,6]heptane -3 - process for the preparation of carboxylic acid

The invention relates to a raceme 5-oxo tricyclic [2,2,1,02,6] heptanes-3-carboxylic acid, namely a (+/-)-1 chiral resolution method, and provides a preparation method of the optical voidness 5-oxo tricyclic [2,2,1,02,6] heptanes-3-carboxylic acid chiral amine salt. The 5-oxo tricyclic [2,2,1,02,6] heptanes-3-carboxylic acid receme is taken as the raw material, chiral amine such as R/S-N-benzyl-Alpha-methylbenzylamine is taken as the resolving agent, (+)-5-oxo tricyclic [2,2,1,02,6] heptanes-3-carboxylic acid and (-)-5- oxo tricyclic [2,2,1,02,6] heptanes-3-carboxylic acid which have optical activity as well as relevant chiral amine salts are simply and effectively prepared.

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.

A new chemoenzymatic synthesis of d-cloprostenol

A new chemoenzymatic synthesis of d-cloprostenol based on the biocatalytical resolution of anti-2-oxotricyclo[2.2.1.0]heptan-7-carboxylic acid 1 has been developed. The resolution was attempted by different approaches: esterification or reduction of the a

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.