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 
• 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 
• 50703-31-6 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 
• 50703-32-7 (1R,2S,4R,6S,7R)-(+)-3-oxotricyclo<2,2,1,0^2,6>heptane-7-carboxylic acid 
• 869984-70-3 (1S,2R,3R,4R,6S)-5-Oxo-tricyclo[2.2.1.0^2,6]heptane-3-carboxylic acid propyl ester 
• 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

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

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.

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.

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.