Pyrrolidine 1-methyl-2-propyl

Methyl Propyl Benzene Beta-Methylpropyl Ethanoate 1 -Methyl-2-(3-Pyridyl) Pyrrolidine... 

Methyl 6,8-dideoxy-6-(l-methyl-trans-4-propyl-L-pyrrolidin-2-ylcarbonylamino)-l-thio-D-erythro-D-galacto-octopyranoside... 

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 ... 

Als Base dient hierbei ein doppelter OberschuB an Amin. Die Produkte (z.B. Bis-[l,l-diethyl-propinyl]-amitv, 48%) konnen, je nach Bedingungen, zu sterisch stark gehinderten primaren Aminen (z. B. H2/Pt02/Ethanol, 300 kPa 3-Amino-3-ethy -pentan 90%), sekundaren Aminen (z.B. H2/Raney-Ni/Ethanol, 420kPa Bis-[1, l-diethyl-propyl]-amin 72%) Oder cyclischen Aminen (z.B. Hj/Pd-C/Ethanol, Normaldruck, 0° 2,2,5,5-Tetra-ethyl-3,4-dimethyl-2,5-dihydro-pyrrol, 48% neben 2,2,5,5-Tetraethy -4-methyl-3-methylen-pyrrolidin 15%) hydriert werden. 

Die Reduktion von N-(2-Dialkylamino-ethyl)- und N-(3-Dialkylamino-propyl)-succinimi-den mit Lithium-alanat liefert l-(2-Dialkylamino-ethyl)- bzw. 1 -(3-Dialkylamino-propyl)-pyrrolidine (s. Bd. XI/1, S. 586). Dagegen verlauft die Reduktion von N-(Ani-lino-methyl)-succinimiden mit Natrium-boranat in Dimethyl-sulfoxid unter C-N-Spal-tung und Bildung von N-Methyl-anilinen4 ... 

Hydrazones prepared from (S)- l-amino-2-(methoxymethyl)pyrrolidine (242) and acyclic ketones have been shown to undergo deprotonation and alkylation with almost complete asymmetric induction at the a-center (79AG(E)397). The ant alarm pheromone, (+)-(5)-4-methyl-3-heptanone (245), was prepared from the metallated hydrazone of diethyl ketone (243) by alkylation with n-propyl iodide and subsequent cleavage of the crude product via its JV-methyl iodide with acid (Scheme 52). The optical purity of the product was >99%. 

H). C,8H34N206S. the first lincosaminide antibiotic to which a structure was assigned, is defined chemically as methyl 6,8-dideoxy-6-(l-methyl-fro/M-4-propyl-L-pyrrolidin-2-ylcarbonylamino)-l-thio-D-erythro-L>-gal-actu-octopyranoside. Both lincomycin and the semisynthetic clindamycin (I, R = H, R = Cl), CisH ClNjOsS, are widely used in clinical practice. The trivial name of the sugar fragment of this antibiotic, methyl a-thiolincosaminide, has lent itself to the other members of this family, whether produced as secondary metabolites of soil microorganisms or derived semisynthetically by chemical modification. 

Loss of ethene from 67 leads to the enamine 68 which loses either a propyl radical (m/z 56) or, more easily, a methyl radical probably after pyrrolidine ring formation (cf 19 in Scheme 12) (Scheme 37). 

Pyrrolidin l-Anilino-2-methyl- E16a, 635 (R2NH 4- R-NH-O- ) Pyrrolo[l,2-a]pyrazin 6-Methyl-l-propyl-3,4-dihydro- E6a, 678 [2-Acyl — 5-CH3 — furan + H2N-(CH2)2-NH2] Pyrrolo l,2-b pyridazin 2,7-Diethyl-3,4-dihydro- E6a, 593 (3,6,9-Undecantrion 4- N2H4)... 

SYN CYCLOPROPANECARBOXYLIC ACID, 3-(2,2-DICHLOROETHENYL)-2,2-DIMETHYL-, CYANO(3-PHENOXYPHENYL) METHYL ESTER, MIXED WITH ACETIC ACID ANHYDRIDE, 5-((2-(2-BUTOXYETHOXY) ETHOXY) METHYL)-6-PROPYL-l,3-BENZODIOXOLE, DIMETHYLBENZENE AND 1-METHYL 2-PYRROLIDIN ONE... 

Trielhylamin/SchwefelwasserstofT 117 2-Amino-4-(3-mcthylamino-propyl)-5-(4-nitro-phenyl)- -Hydrobromid aus 4-Nitro-bcnzylbromid/2-(Amino-thiocarbonylimino)-l-methyl-pyrrolidin 138... 

Acetyl-3(5)-methyl-l-phenyl- 559 4-Acetyl-5-methyl-l -phenyl-3-(2-thicnoyl)- 515 4-Acetyl-5-methyl-1 -phenyl-3-trifluormethyl- 515 l-Acetyl-4-nitro- 615 3(5)-Acctyl-5(3)-nitro- 508 4-(l-Acetyl-2-oxo-propyl)-3,5-dimethyl- 431 1 -(4-Acetyl-phenyl)- 610 4-Acetyl-1 -phenyl- 625 3-(l-Acctyl-pyrrolidin-2-yl-carbonyl)-4,5-di-methoxycarbonyl- 506 1-Acyl- 431, 439. 578, 579, 613, 646, 649... 

H3c N> H RaNi - erhoht erhoht 2 -Methyl-1 -iso propyl -3,4-diphenyl-pyrrolidin - 2... 

A solution of 1.74 g (2R,3S,4S)-2,3-dimethyl-5-thioxo-3-(2-(trityloxy)ethyl)-4-(3-(trityloxy)propyl)pyrrolidine-2-carbonitrile (1.00 mmol) in 5 mL dry benzene was added to freshly prepared (3S,4S)-4-methyl-5-methylene-4-(2-(trityloxy)ethyl)-3-(3-(trityloxy)-... 

A solution of 200 mg sulfide (139 /u.mol) and 0.148 mL triethyl phosphite (142 mg, 850 /xmol) in 2 mL dry benzene was degassed and heated to 120 °C for 72 h in a sealed tube. The mixture was concentrated and chromatographed on aluminium oxide (activity III-IV, linear gradient of 10-20% EtOAc/hexane) to give 177 mg [2/ ,35, 45, 5(2Z,35, 45 )]-2, 3-dimethyl-5-[(3-methyl-5-oxo-3-(2-(trityloxy)ethyl)-4-(3-(trityloxy)propyl)pyrrolidin-2-ylidene)methyl]-3-(2-(trityloxy)ethyl)-4-(3-(trityloxy)-propyl)-3,4-dihydro-2H-pyrrole-2-carbonitrile as a mixture of diastereoisomers ( 36 6 6 1), in a yield of 90%. Diastereomer-ically pure material was obtained by HPLC (Nuc 50-10, 10 1 2 hexane/MeOAc/diethyl ether, +20% hexane, 10 mL/min) to give 130 mg pure A-B-semicorrin as an amorphous solid, in a yield of 67%. 

Fig. 1 Chemical structure and names of representative compounds presenting large first hyperpolarizabilities, l,3,5-tris(pyridylethynyl)benzme (1), 2- 4-[3,5-dimethyl-l-(2-propylheptyl)-l/f-pyridin-4-ylidene]-3,5-dimethylcyclohexa-2,5-dienylidene malononitrile (TMC-2, 2), l-(2-hydroxyethyl)-2-[2 -(4"-W,iV-dimethylaminophenyl)ethenyl]benzothiazolinium (3), E, ii)-3,3 -(7,8-di-n-propyl-tetrathia[7]helicen-2,13-di-yl)di-acrylonitrile (4), 2-(3-eyano-4-((E)-2-(5-(4-dimethylamino)-styryl)thiophen-2-yl)vinyl)-5-phenyl-5-(trifluoromethyl)furan-2(5H)-ylidene)-malononitrile (YL156, 2-(5-methyl-3-(4-(pyrrolidin-l-yl)styryl)cyclohex-2-enylidene)malono-nitrile (MH2,...

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