Synthesis of a new C-2-symmetric molecule with dimeric hydroxyethylene isosteric moiety

被引：10

作者：

Chakraborty, TK

Dutta, S

机构：

[1] Indian Inst. of Chemical Technology

来源：

SYNTHETIC COMMUNICATIONS | 1997年 / 27卷 / 23期

关键词：

D O I：

10.1080/00397919708005464

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

As part of our studies directed toward the development of new HIV protease inhibitors, a new type of C-2-symmetric molecule having a dimeric hydroxyethylene isosteric moiety is synthesised by Cu(II)-mediated dimerisation of the sodium enolate of an amino acid-derived methylketo copound.

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页码：4163 / 4172

页数：10

相关论文

共 18 条

[1] A diastereoselective synthesis of (2S, 3R, 4S)-2-amino-1-cyclohexyl-6-methylheptane-3,4-diol, the Abbott aminodiol. [J].

Alexander, CW ;

Liotta, DC .

TETRAHEDRON LETTERS, 1996, 37 (12) :1961-1964

[2] Synthesis of succinic diesters via reductive coupling of alpha-haloesters using samarium (II) iodide and HMPA [J].

Balaux, E ;

Ruel, R .

TETRAHEDRON LETTERS, 1996, 37 (06) :801-804

[3] PREDICTIVE MODELS FOR THE OVERALL 5-ENDO-TRIG IODOCYCLISATION OF HOMOALLYLIC ALCOHOLS [J].

BARKS, JM ;

KNIGHT, DW ;

SEAMAN, CJ ;

WEINGARTEN, GG .

TETRAHEDRON LETTERS, 1994, 35 (39) :7259-7262

[4] EXPEDITIOUS SYNTHESIS OF AZASUGARS BY THE DOUBLE REDUCTIVE AMINATION OF DICARBONYL SUGARS [J].

BAXTER, EW ;

REITZ, AB .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (11) :3175-3185

[5] Preparation of aminoalkyl chlorohydrin hydrochlorides: Key building blocks for hydroxyethylamine-based HIV protease inhibitors [J].

Beaulieu, PL ;

Wernic, D .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (11) :3635-3645

[6] DIASTEREOSELECTIVE SYNTHESIS OF 2,5-DIMETHYLPYRROLIDINES AND 2,6-DIMETHYLPIPERIDINES BY REDUCTIVE AMINATION OF 2,5-HEXANEDIONE AND 2,6-HEPTANEDIONE WITH HYDRIDE REAGENTS [J].

BOGA, C ;

MANESCALCHI, F ;

SAVOIA, D .

TETRAHEDRON, 1994, 50 (16) :4709-4722

[7] NUCLEOPHILIC ETHYNYL GROUP EQUIVALENT AND ITS USE IN CONJUGATE ADDITION TO ALPHA,BETA-ENONES [J].

COREY, EJ ;

WOLLENBERG, RH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (17) :5581-5583

[8]

DUTTA AS, 1993, SMALL PEPTIDES CHEM, P482

[9] PALLADIUM-CATALYZED REDUCTIVE COUPLING OF ACID-CHLORIDES WITH BETA-STANNYL ENONES - SYNTHESIS OF 1,4-DIKETONES AND MECHANISTIC ASPECTS [J].

ECHAVARREN, AM ;

PEREZ, M ;

CASTANO, AM ;

CUERVA, JM .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (15) :4179-4185

[10] DESIGN, ACTIVITY, AND 2.8 A CRYSTAL-STRUCTURE OF A C2 SYMMETRICAL INHIBITOR COMPLEXED TO HIV-1 PROTEASE [J].

ERICKSON, J ;

NEIDHART, DJ ;

VANDRIE, J ;

KEMPF, DJ ;

WANG, XC ;

NORBECK, DW ;

PLATTNER, JJ ;

RITTENHOUSE, JW ;

TURON, M ;

WIDEBURG, N ;

KOHLBRENNER, WE ;

SIMMER, R ;

HELFRICH, R ;

PAUL, DA ;

KNIGGE, M .

SCIENCE, 1990, 249 (4968) :527-533