40137-24-4Relevant academic research and scientific papers
An acyclic trialkylamine virtually planar at nitrogen. Some chemical consequences of nitrogen planarity
Jie, Yuanping,Livant, Peter,Li, Hui,Yang, Minmin,Zhu, Wei,Cammarata, Vince,Almond, Philip,Sullens, Tyler,Qin, Yu,Bakker, Eric
experimental part, p. 4472 - 4479 (2010/10/02)
(Figure presented) The synthesis of the exceedingly congested amine tris(1,3-dihydroxy-2-propyl)amine, 9, was achieved in 47- 51% overall yield. The nitrogen atom of 9 is virtually planar; it is 0.082 A out of the plane defined by the three attached carbons. The corresponding out-of-plane measurement is 0.282 A for triisopropylamine and ca. 0.4 A for uncongested trialkylamines. The N-C bonds of 9 are quite short, despite the steric congestion. The conjugate acid of 9 (viz., 9H+) is very strong: pKa = 3.08 (cf. Et3NH+ pKa = 10.7). Comparison with suitable model compounds suggests 9 is less basic than predicted by ca. 1.5 pKa units. The structure of 9H +Cl- was determined by X-ray crystallography. Here too, the nitrogen is severely flattened relative to ordinary ammonium cations. In 9H+Cl-, the proton on the nitrogen of 9H+ forms three intramolecular hydrogen bonds to hydroxyl groups, i.e., a so-called trifurcated hydrogen bond. The NH ... O lengths in 9H+ are slightly shorter than comparable trifurcated hydrogen bonds. Cyclic voltammetry (CV) on 9 finds E1/2ox is 0.88 V, which is consistent with the inductive effect of the 1,3-dihydroxy-2-propyl groups attached to nitrogen. It is also observed that the electrochemical oxidation of 9 is reversible on the CV time scale. The 15N NMR chemical shift of the essentially planar nitrogen atom of 9 is discussed.
Diaminopyrimidines as P2X3 and P2X2/3 modulators
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Page/Page column 16, (2008/12/08)
Compounds of formula (I): wherein R1 and R2 are as defined herein. Also disclosed are methods of making and using the subject compounds.
NOVEL HSP90 INHIBITOR
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Page/Page column 61, (2010/11/28)
Disclosed is a triazole derivative represented by the general formula (1) below or a pharmacologically acceptable salt thereof. Also disclosed are a prodrug of such a triazole derivative and an HSP90 inhibitor containing any one of them as an active constituent. (1) (In the formula, X represents a halogen atom, an optionally substituted alkyl group, an optionally substituted alkenyl group or the like; Y represents a mercapto group, a hydroxyl group, an optionally substituted sulfonyl group, an optionally substituted amino group or the like; and R represents an optionally substituted aryl or amino group or the like.)
New submonomers for poly N-substituted glycines (peptoids)
Uno, Tetsuo,Beausoleil, Eric,Goldsmith, Richard A.,Levine, Barry H.,Zuckermann, Ronald N.
, p. 1475 - 1478 (2007/10/03)
Five protected submonomers for peptoid synthesis were prepared, including N(in)-BOC-tryptamine, O-t-butyl tyramine, PMC-guanidino- propylamine, 6-amino-6-deoxy-D-galactopyranose diacetonide, and 5-amino-2,2- dimethyl-1,3-dioxane. The first three mimic nat
Process for the preparation of 5-amino-1,3-dioxanes
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, (2008/06/13)
Described herein is a process for the preparation of 5-amino-1,3-dioxanes of formula (I), wherein R and R1 have the meanings reported in the description, comprising the catalytic hydrogenation of the new oximes of formula (II).
An efficient synthesis of 6-substituted aminohexahydro-1H-1,4-diazepines from 2-substituted aminopropenals
Harada, Hiroshi,Morie, Toshiya,Hirokawa, Yoshimi,Kato, Shiro
, p. 2205 - 2212 (2007/10/03)
Swern oxidation of 2-substituted amino-1,3-propanediols 20a - d, 38, 41, and 42 smoothly proceeded to give the oxidative dehydration products, 2-substituted aminopropenals 17a - d, 43, 45 and 46, respectively. Reaction of the intriguing 2-substituted amin
Proces for the preparation of 5-amino-2,2-dialkyl-1,3-dioxanes
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, (2008/06/13)
A process for the preparation of 5-amino-2,2-dialkyl-1,3-dioxanes of formula wherein R and R1 have the meanings reported in the description, comprising the transformation of a 2,2-dialkyl-1,3-dioxan-5-carboxylic acid ester of formula wherein R2 has the meanings reported in the description into the corresponding amide and the subsequent rearrangement of this latter into the compounds of formula I, is described.
INVESTIGATIONS IN THE SERIES OF HETEROCYCLES. LVI. COMPOUNDS WITH ELECTROPHILIC REACTIVITY. SYNTHESIS AND PROPERTIES OF NEW 2,2-DIMETHYL-5--1,3-DIOXANES AND 2--1
Kraiz, B. O.,Shenberg, N. N.,Ivin, B. A.
, p. 379 - 386 (2007/10/02)
5-Substituted 5-(2,4-dichloro-1,3,5-triazin-6-ylamino)-1,3-dioxanes were synthesized by the reaction of cyanuric chloride with 5-substituted (CHMe2, CH2F, CH2OPh) 5-amino-2,2-dimethyl-1,3-dioxane.The product were hydrolyzed with the calculated amount of 3
1,2,4-Triazines
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, (2008/06/13)
New thiols of the general formula: STR1 wherein A represents a 2-hydroxy-1-oxoethan-1-yl-2-ylidene or alkoxycarbonylmethyne radical or a nitrogen atom and R represents various substituted alkyl radicals, and their alkali metal and alkaline earth metal salts are useful as intermediates in the preparation of cephalosporins having anti-bacterial properties.
