843-59-4Relevant articles and documents
Synthesis of 4 - carboxymethyl cyclohexane carboxylic acid of the new method (by machine translation)
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, (2017/10/07)
The invention relates to a method for the synthesis of the compounds. Synthesis of 4 - carboxymethyl cyclohexane carboxylic acid of the new method, 1st step succinyl ding acid diethyl ester synthesis: to sodium hydride, tertiary butyl alcohol and succinic acid diethyl ester as the raw material to make the succinyl ding acid diethyl ester; 2nd step synthesis of intermediate I: to sodium hydride, succinyl ding succinic acid ester and 1, 2 - Dibromoethane as raw materials get intermediate I; 3rd step products 1 and 2 synthesis: in the reaction kettle to join the intermediate I, potassium hydroxide, ethanol and water, reflux reaction to obtain the intermediate I of the potassium salt; take another in the reactor after the adding of the potassium salt, potassium hydroxide, hydrazine hydrate, ethylene glycol, heating reflux reaction, to obtain the solid 4 - carboxymethyl cyclohexane carboxylic acid product 1, most of the mother liquor in the product 2. The invention synthetic route is reasonable in design, brief, gathers warm reaction conditions, easy operation, low cost and easy availability of raw materials, the products made good selectivity, easy product separation, has the advantages of high yield and purity. (by machine translation)
Total synthesis of (+)-daphmanidin e
Weiss, Matthias E.,Carreira, Erick M.
, p. 11501 - 11505 (2012/01/12)
From ring to ring: The first total synthesis of (+)-daphmanidinE features rapid access to an enantiomerically pure bicyclo[2.2.2]octadione and elaboration around its periphery through the implementation of two Claisen rearrangements, the use of a copper/peptide complex for reagent-controlled stereoselective conjugate addition, a diastereoselective hydroboration, and a cobalt-catalyzed alkyl-Heck cyclization.
New ultrahigh affinity host-guest complexes of cucurbit[7]uril with bicyclo[2.2.2]octane and adamantane guests: Thermodynamic analysis and evaluation of M2 affinity calculations
Moghaddam, Sarvin,Yang, Cheng,Rekharsky, Mikhail,Ko, Young Ho,Kim, Kimoon,Inoue, Yoshihisa,Gilson, Michael K.
, p. 3570 - 3581 (2011/05/04)
A dicationic ferrocene derivative has previously been shown to bind cucurbit[7]uril (CB[7]) in water with ultrahigh affinity (ΔGo= -21 kcal/mol). Here, we describe new compounds that bind aqueous CB[7] equally well, validating our prior suggestion that they, too, would be ultrahigh affinity CB[7] guests. The present guests, which are based upon either a bicyclo[2.2.2]octane or adamantane core, have no metal atoms, so these results also confirm that the remarkably high affinities of the ferrocene-based guest need not be attributed to metal-specific interactions. Because we used the M2 method to compute the affinities of several of the new host-guest systems prior to synthesizing them, the present results also provide for the first blinded evaluation of this computational method. The blinded calculations agree reasonably well with experiment and successfully reproduce the observation that the new adamantane-based guests achieve extremely high affinities, despite the fact that they position a cationic substituent at only one electronegative portal of the CB[7] host. However, there are also significant deviations from experiment, and these lead to the correction of a procedural error and an instructive evaluation of the sensitivity of the calculations to physically reasonable variations in molecular energy parameters. The new experimental and computational results presented here bear on the physical mechanisms of molecular recognition, the accuracy of the M2 method, and the usefulness of host-guest systems as test-beds for computational methods.
