L-Methyl-2-propyl

Optisch aklive Lithium-alkoxyaluminiumhydride und Natrium-alkoxy-borhydride eignen sich nach Cervinka (59, 61, 62, 65) nicht nur zur asym-metrischen Reduktion von Ketonen (s. oben), sondem auch von Imo-niumsalzen und Ketiminen. Aus l-Methyl-2-propyl-A -piperideinium-perchlorat und Lithium-mono-(—)-menthoxy-aluminiumhydrid wurde auf diesem Wege (S)(-j-)-N-Methylconiin mit p = 11,9% gewonnen (61). 

Anders als bei der katalytischen Hydrierung wird bei der Reduktion von N-substituierten Carbamidsiiure-alkylestern mit Lithium-alanat die N-Alkoxycarbonyl-Gruppe nicht ab-gespalten, sondern zur Methyl-Gruppe reduziert. So erhalt man z.B. bei der Reduktion von ( + )-l-Methoxycarbonyl-2-propyl-piperidin mit Lithium-alanat in siedendem Ether ( + )-l-Methyl-2-propyl-piperidin [( + )-N-Methyl-coniin 64%]3. 

The alkaline hydrolysis of l-methyl-2-propyl phosphate by lanthanum hydroxide gel proceeds in a similar manner with cleavage of the P—O bond and complete retention of configuration 12). 

Distinguish the following pairs of isomeric compounds (a) 4-phenylcyclo-haxene and 3-phenylcyclohaxene, and (b) (l-methyl-2-propyl) benzene and (2-methylpropyl) benzene. Justify your answers through possible fragmentations. 

Ethyl azidoformate added drop wise to a refluxing soln. of l-methyl-2-propyl-3-ethyl-l,2-dihydroquinoline in ligroin (b.p. 110-120°), and refluxing continued 1 hr. under Ng l-methyl-2-ethoxycarbonylimino-3,4-diethyl-2,3-dihydro-lH-l-benzazepine. Y 82.8%. F. e. s. Y. Sato, H. Kojima, and H. Shirai, J. Org. Chem. 41,195 (1976). 

The biological activities of the poison hemlock (Conium maculatum) are due to the content of piperidine alkaloids — coniine (2-propylpiperidine), y-coniceine (2n-propyl-ly-piperidine), conhydrine (2-(l- hydroxypropyl)-piperi-dine), A/-methylc(Miiine (1-methyl-2- propylpiperidine), pseudoconhydrine ((5-hydroxypropyl)-piperidine), conhydrinone ((l-oxo-propyl)-piperidine), W-methylpseudoconhydrine (5-hydroxy-l-methyl-2-propyl-piperidine), and 2-methylpiperidine. The poismiing effect of hemlock supplements by the presence of poly-p-keto acid (2,5,7-tri-oxo-octanoic acid), quercetin, kaempferol, and glycoside dioxymid [4, 12,13, 20, 52, 85, 87]. 

After the electrolytic action. has continued for a suitable period, the contents of the vessel are allowed to cool, following which the unchanged nitro-cymene is separated for re-use, and the l-methyl-2-amino-4-iso-propyl-5-hydroxy benzol is filtered off from the remaining acid solution, whidh latter is strengthened for re-use. The l-methyl-2-amino-4-isopropyl-5-hydroxy benzol is then diazotised, and further reduced in an alkaline solution of stannous chloride, in the usual and well-known manner, with the resulting- production of thymol (l-methyl-4-isopropyl-5-hydroxy benzol). 

Cyclische a-Amino-ketone erleiden bei der Elektroreduktion eine Strukturverande-rung l-Methyl-2-athyl-3-oxo-piperidin wandelt sich in 30%iger Schwefelsaure haupt-sachlich in 1 -Methyl-2-propyl-pyrrolidin um (an Cd bei 60°, 41% d.Th.). Daneben entste-hen an anderen Kathoden zusatzlich Methyl-heptyl-amin bzw. an Kupfer l-Methyl-2-pro-pyl-4,5-dihydro-pyrrol1 ... 

Phenoxycarbonyl- 192 2-Piperidino-l-(2-cyan-athyl)- 560 2-Piperidino-l-methyl- 560 Propyl- 69f. 

CN 5-(dimethylamino)-9-methyl-2-propyl-l/7-pyrazolo[ 1,2-a][ 1,2,4]benzotriazine-1,3(2//)-dione... 

CN (2S-tra/zj)-methyl 7-chloro-6,7,8-trideoxy-6-[[(l-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-l-thio-... 

Methyl, ethyl and propyl perchlorates, readily formed from the alcohol and anhydrous perchloric acid, are highly explosive oils, sensitive to shock, heat and friction [1], Many of the explosions which have occurred on contact of hydrox-ylic compounds with cone, perchloric acid or anhydrous metal perchlorates are attributable to the formation and decomposition of perchlorate esters [2,3,4], Safe procedures for preparation of solutions of 14 sec-alkyl perchlorates are described. Heated evaporation of solvent caused explosions in all cases [5], l-Chloro-2-propyl, iram-2-chlorocyclohexyl, l-chloro-2-propyl, 1,6-hexanediyl, hexyl, and 2-propyl perchlorates, prepared by a new method, are all explosive oils [6],... 

Gly-OEt was also added to ethyl 3-perfluoroalkylpropynoates which were transformed in several steps into 5-perfluoroalkyl-substituted l-methyl-2-ethoxycarbonylpyrrolidin-3-ones (90X6705). 3-Propyl- and 4-propylpro-lines and 4- -pentylproline were synthesized from diethyl acetamidomalo-nate and an unsaturated aldehyde (67JA2459 72JMC1255). Ethyl benzyli-denecyanoacetate reacts with hippuric acid to give the pyrrole 8 (87H2323). 

Meprobamate Meprobamate, 2-methyl-2-propyl-l,3-propandiol dicarbamate (5.2.2) is synthesized by the reaction of 2-methylvaleraldehyde with two molecules of formaldehyde and the subsequent transformation of the resulting 2-methyl-2-propylpropan-l,3-diol (5.2.1) into the dicarbamate via successive reactions with phosgene and ammonia [48-50]. 

Lincomycin Lincomycin, 6,8-dideoxy-6-fran -(l-methyl-4-propyl-L-2-pyrrolidincar-boxamido)-l-methylthio-D-eryf/2ro-a-D-gfl/flcfo-octopyranoside (32.5.1), is the first lincosamide that has found use in clinical practice, and which was isolated in 1962 from the culture liquid of the activity of the actinomycete Streptomyces lincolnensis [292-295]. 

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