P-Dimethylaminopyridine

Tetrazolides can also be formed from phosphoramidites (phosphorous amides) by reaction of tetrazoles in the presence of p-dimethylaminopyridine [ 105]... 

E Atherton, NL Benoiton, E Brown, RC Sheppard, B Williams. Racemisation of activated, urethane-protected amino-acids by p-dimethylaminopyridine. Significance in solid-phase synthesis. J Chem Soc Chem Commun 336, 1981. 

The following is a concise review of studies with neutral glycosphingolipids with emphasis on recent work in which we have utilized p-dimethylaminopyridine (DMAP) as a catalyst to effect benzoylation with benzoic anhydride. 

Piperidine 5% Piperidine 50% Morpholine 50% Dicyclohexylamine 10% p-Dimethylaminopyridine 50% Diisopropylethylamine... 

Thus, the catalyst is involved in the reaction as a nucleophile, not as a base, p-Dimethylaminopyridine is also used as a catalyst (Scheme 3.12) to avoid the formation of side products, which are sometimes obtained by using 3.28. 

The majority of simple substitutions at C(3) of a cyclopropene involve initial ionization and subsequent nucleophilic capture of cyclopropenyl cation. For example, tetrachlorocyclopropene is converted into its trichloro-3-fluoro analogue by reaction with silver fluoride. In this way the 3-chloro substituent has been replaced by azide , triphenylphosphine and p-dimethylaminopyridine as well as by sulphur and some carbon nucleophiles (equation 44) although the reaction does not necessarily... 

N-[3-(Dimethylamino) propyl] wheat germ oil amides, N-oxide. See Wheat germamidopropylamine oxide 4-Dimethylaminopyridine CAS 1122-58-3 El NECS/ELINCS 214-353-5 Synonyms 4-Dimethylaminepyridine y-(Dimethylamino) pyridine p-Dimethylaminopyridine Dimethylpyridin-4-ylamine DMAP 4-DMAP... 

The donor-acceptor formation can be considered by transfer of electrons from the donor to the acceptor. In principle one can assume donor-acceptor interaction from A (donor) to B (acceptor) or alternatively, since B (A) has also occupied (unoccupied) orbitals, the opposite charge transfer, from B to A. Such a view refers to mutual electron transfer and has been commonly estabUshed for the analysis of charge transfer spectra of n-complexes [12]. A classical example for a donor-acceptor complex, 2, involving a cationic phosphorus species has been reported by Parry et al. [13]. It is considered that the triaminophosphines act as donor as well as an acceptor towards the phosphenium cation. While 2 refers to a P-donor, M-donors are in general more common, as for example amines, 3a, pyridines, 3b, or the very nucleophilic dimethylaminopyridine (DMAP) [ 14], 3c. It is even a strong donor towards phosphorus trichloride [15]. 

The desired polymer-bound tryptophan was rapidly generated under microwave irradiation, employing a classical esterification protocol using N,N -dicydohexylcar-bodiimide (DCC) and a catalytic amount of N,N-dimethylaminopyridine (DMAP), followed by subsequent Fmoc deprotection (Scheme 7.68). Cyclocondensations with various carbonyl compounds were performed with catalytic amounts of p-toluene-... 

Neises, B. and W. Steglich, Esterification ofcarboxyic acids with dicyclohexylcarbodiimide/4-dimethylaminopyridine tert-butyl ethyl fumarate. Organic Syntheses, 1990.7 p. 93-94. 

Scheme 27. i, Ij, THF ii, P(OEt)j rfx iii, t-BuMejSiCl, imidazole, DMF iv, CF3COOH-H2O v, AcjO-DMSO vi, NHjOH, MeOH-THG vii, Hj, Ni-Raney viii, ACjO-dimethylaminopyridine-CHjClj ix. B2H6-THF X, MejSil... 

LDA = lithium diisopropylamide DMAP = 4-N,N-dimethylaminopyridine PPTS = pyridinium p-toluenesulfonate... 

Conditions 1) TBS-OTt, lutidine/CH2Cl2, 2) p-TosOH/MeOH, CH2CI2, 3) TBDPSOOC(CH2)6COOH, EDC hydrochloride, dimethylaminopyridine/ CH2CI2, 4) 48%HFaq./acetnitrile, 5) solid material, EDC hydrochloride, HOBt/NMP, 6)20% phosgen/toluene, 7) solid material. 

Dimethylaminopyridine highly toxic Pyridine, 4-(dimethylamino)- (8) 4-Pyridinamine, N,N-dimethyl- (9) (1122-58-3) (R)-(+)-a-Methoxy-a-(trifluoromethyl)phenylacetic acid Hydratropic acid, P,P,p-trifluoro-a-methoxy-, (+)- (9) (20445-31-2)... 

To a solution of2 (340 mg, 0.9 mmol) in THF (30 mL) cooled to —78°C K-Selectride (1.34 mL of a 1 -M solution in THF) was slowly added (1 h) under nitrogen atmosphere. The reaction mixture was stirred for an additional 1 h, quenched with an aqueous saturated solution of NaHC03 (20 mL) and allowed to attain room temperature. The product was extracted with ethyl acetate (4 x 20 mL), the combined extracts were dried (MgS04) and concentrated to dryness. The residue was dissolved in dichloromethane (30 mL), then triethylamine (500 p,L, 3.6 mmol), acetic anhydride (250 p.L, 2.6 mmol), and a crystal of AJA-dimethylaminopyridine (DMAP) were added, and the mixture was left under nitrogen at room temperature. After 24 h the solution was concentrated to dryness and the residue was chromatographed on a silica gel column with hexane-ethyl acetate (3 1) to give 25,35,4/ ,6/ -3,4-diacetoxy-2-(l-menthyloxy)-6-(2-furyl)-tetrahydropyran 4 (290 mg, 79%) mp 127°-129°C, [a]D - 5.3° (c 0.8, CHC13). 

Selective O-tritylation of a primary hydroxyl group of L-arabinose diethyl dithio-acetal (116) with trityl chloride and 4-dimethylaminopyridine (DMAP), successive benzylation with benzyl bromide, and O-detritylation with p-toluenesulfonic acid, followed by tosylation gave 2,3,4-tri-0-benzyl-5-0-tosyl-L-arabinose diethyl dithio-acetal (777), [a]J,8 —2° (chloCEoform). Cleavage of the diethyl dithioacetal group with... 

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