排序方式: 共有101条查询结果,搜索用时 328 毫秒
1.
Olivier Busnel 《Tetrahedron letters》2007,48(33):5767-5770
The preparation of new Nβ-Fmoc-protected aza-β3-amino acids (aza-β3-aa) with proteinogenic side chains as well as their Nβ-Fmoc, Nβ-Cbz or Nβ-Boc aza-β3-amino esters (from Pro, Asn, Asp, Glu, Gln) by successive nucleophilic substitutions will be described. 相似文献
2.
Till Opatz 《Tetrahedron》2004,60(39):8613-8626
Carbohydrates are useful polyfunctional scaffold molecules which allow the selective attachment of a number of different side chains. The combinatorial solid phase synthesis of diverse amino acid or peptide conjugates of a polyfunctional glucose scaffold based on a set of selectively removable and orthogonally stable protecting groups is described. The resulting carbohydrate-peptide hybrids constitute potential turn mimetics. 相似文献
3.
《Tetrahedron》2004,60(24):5177-5183
An efficient synthesis of [4.4]-spirolactam restricted derivatives of the didemnin side chain dipeptide l-Pro-N-Me-d-Leu is described. This methodology involves: (a) peptide coupling of N-Boc-2-allylproline with d-Leu-OBn; (b) OsO4/NaIO4 mediated allyl oxidation and intramolecular cyclization to the corresponding cyclic hemiaminals; and (c) NaBH4 mediated reduction of an intermediate N-acyliminium ion. This synthetic strategy gave significant better results than the previously reported strategies for the synthesis of [4.4]-spirolactam β-turn mimetics. 相似文献
4.
José Luis Baeza 《Tetrahedron letters》2007,48(21):3689-3693
To investigate the ability of 2-alkyl-2-carboxy-azetidines (Azx) to induce reverse turns when incorporated into peptides, RCO-Azx-l-Ala-NHMe dipeptide derivatives were selected as simplified tetrapeptide models, in which the azetidine residue is incorporated at the i + 1 position. Molecular modelling, 1H NMR and FTIR studies showed the high tendency of the model tetrapeptides to adopt γ-turn conformations, indicating that these azetidine-containing amino acids could serve as general γ-turn promoters. 相似文献
5.
Syntheses of Boc-protected 4-amino- and 5-amino-pyrrole-2-carboxylic acid methyl esters have been achieved and the structures of these compounds have been fully characterized by detailed NMR studies. 相似文献
6.
The total synthesis of trifluoromethyl (Tfm) analogs of known nanomolar matrix metalloproteinases (MMPs) inhibitors has been performed. The synthetic protocol is based on a moderately stereoselective aldol reaction of trifluoropyruvate with an N-acyl-oxazolidin-2-thione for the construction of the core α-Tfm-malic unit. Both the diastereomeric forms of the target α-Tfm-malic hydroxamates showed micromolar inhibitory potency toward MMP-2 and 9, with a substantial drop with respect to the parent unfluorinated compounds. 相似文献
7.
In this paper, we describe the design and synthesis of a novel hybrid foldamer, derived from a conformationally constrained aliphatic-aromatic amino acid conjugate that adopts a well-defined, compact, three-dimensional structure, governed by a combined conformational restriction imposed by the individual amino acids from which the foldamer is composed. Conformational investigations confirmed the prevalence of a unique doubly bent conformation for the foldamer, in both solid and solution states, as evidenced from single crystal X-ray and 2D NOESY studies, respectively. The findings suggest that constrained aliphatic-aromatic amino acid conjugates offer new avenues for the de novo design of hybrid foldamers with distinctive structural architectures. Furthermore, the de novo design strategy disclosed herein has the potential for significantly augmenting the ‘tool-box’ of the modern day peptidomimetic chemist, as well as providing a novel approach to the field of rational design. 相似文献
8.
Two tetrahydrofuran-based γ-amino acids [2,4-cis and 2,4-trans] were subjected to iterative peptide-coupling procedures to afford dimeric, tetrameric and hexameric carbopeptoids in good yield. These homooligomers were prepared for secondary structural study—to ascertain the conformational preference inherent in the monomer units. The l-xylo oligomers were protected with triethylsilyl ethers to increase the range of solvents suitable for structural investigation. Initial secondary structure data indicate the presence of hydrogen-bonded conformations in the l-ribo series. 相似文献
9.
Miriam Bru 《Tetrahedron letters》2005,46(45):7781-7785
A new family of 32-membered ring peptidomimetic macrocycles has been efficiently obtained in a simple one-pot two-step reductive amination reaction, from easily prepared precursors. The structural and stereochemical variables have been explored in order to rationalize the obtained selectivity. The formation of the [2A+2B] tetraimine intermediate has been explained in terms of a very favorable configurationally driven preorganization as detected by NMR, CD and molecular modeling. 相似文献
10.
Lidija Pezdirc 《Tetrahedron》2005,61(16):3977-3990
Cycloadditions of (1Z,4R*,5R*)-4-benzoylamino-5-phenylpyrazolidin-3-on-1-azomethine imines to olefinic dipolarophiles were studied. Stereochemistry of cycloadditions to azomethine imines 3 was found to be controlled by stereodirecting phenyl group at position 3, as well as by the ortho-substituents at the aromatic ring at position 1′. The structures of dipoles and products were confirmed by NMR and X-ray diffraction. 相似文献