D-Camphoric acid

C H, i04 124-83-4) see Carnitine Dexfenfluramine (lfi,35)-(-l-)-camphoric acid see under D-camphoric acid camptothecin... 

Salts have been prepared with optically active camphor sulphonic acids. These also are yellow crystalline bodies, but no resolution of the base has been effected. d-Camphoric acid, d-tartaric acid, and d-nitro-camphor compounds were also prepared, and again no resolution was effected. Hence it is concluded that the hydroxo- and nitroso-groups are probably in the 1-, 0-, or trans-position. 

Camphoric acid and derivs 2 C23 d-camphoric acid peracid 2 C23... 

Frankland and Price 17 were the first to attempt the resolution of alcohols (and acids) by fractional crystallization of their solid esters. The isomeric solid esters formed from Z-s-butylcarbinol and di-dibenzoyl-glyceric acid failed to separate on crystallization the corresponding di-alcohol-i-acid ester was liquid. Marckwald and McKenzie 18-19 effected partial resolutions of dl-mandelic acid and related acids with 1-menthol and d-bomeol, and of di-2-octanol with d-tartaric acid, but did not develop a satisfactory method for resolving alcohols. Later investigators, however, have employed the following resolving agents in several more or less successful resolutions of certain alcohols (a) i-menthyl isocyanate, (6) d-camphoric acid, (c) d- or i-mandelic acid, (d) d- or... 

Bismuth Ethyl Camphorate. d-Camphoric acid ethyl ester bismuth salt bismuth(IH) salt of d-camphoric acid monoethyl ester. C H BiOu) mol wt 890.82. C 48.54%, H 6,45%, Bi 23.46%, O 21.55%, Prepd from sodium ethyl camphorale and bismuth nitrate W. M. Lauter, H. A. Braun, J. Am. Pharm. Assoc. 25, 394 (1936). 

D-Camphoric acid monoamide Mesaconic acid diamide. 

A special case of stereoelectivity has been encountered in polymerizing a racemic monomer with an optically active one. Minoura et al. (158) carried out the ring-opening copolymerization of propylene oxide with d-camphoric acid anhydride using diethyl zinc and triethyl amine as catalyst. It was found that the products were alternating copolymers which were optically active. The propylene oxide recovered from the copolymerization system was also optically active. An attempt to incorporate preferentially in a polyamide chain one of the optical antipodes of trans-cyclopropane-1,2-dicarbonyl chloride, by polycondensing this racemic monomer with optically active 1,2-propylene diamine failed (159). 

Let us also mention some asymmetric-selective copolymerizations with propylene oxide (PO) it could be expected that another chiral co-monomer would favor the asymmetric-selection of one of both co-monomers. Tsuruta etal.[ S 2i] reported the asymmetric-selection copolymerization of 3-phenyl-4-tetrahydrophthalic acid anhydride with PO (LXI). Minoura et al [152] described the alternating copolymerization of PO and d-camphoric acid anhydride with diethylzinc triethylamine as optically inactive initiator the... 

S)-(+) Dexfenfluramine (Redux ) 21, a serotonin reuptake inhibitor, has been marketed in Europe and the United States as a very effective anti-obesity drug. This isomer, obtained by resolution of racemic fenfluramine using d-camphoric acid, exhibits a greater anorectic effect than die (R)-(-) and racemic forms, since it is more selective on serotonin as a 5-HT agonist (22). As a result of reports of imdesirable side effects, e.g., valvular heart disease, Redux has been wididrawn from the market, while further studies continue. Racemic fluoxetine (Prozac ) (22) is widely used for treatment of major depression and is one of the most commonly prescribed medications. It is also approved for treatment of obsessive compulsive disorder and bulimia. Non-racemic fluoxetine and its intermediates have been prepared by chemical, enzymatic. 

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