Asymmetric syntheses and absolute stereochemistry of 5,6-dihydro-alpha-pyrones, a new class of potent HIV protease inhibitors

被引:41
作者
Judge, TM [1 ]
Phillips, G [1 ]
Morris, JK [1 ]
Lovasz, KD [1 ]
Romines, KR [1 ]
Luke, GP [1 ]
Tulinsky, J [1 ]
Tustin, JM [1 ]
Chrusciel, RA [1 ]
Dolak, LA [1 ]
Mizsak, SA [1 ]
Watt, W [1 ]
Morris, J [1 ]
VanderVelde, SL [1 ]
Strohbach, JW [1 ]
Gammill, RB [1 ]
机构
[1] PHARMACIA & UPJOHN INC,STRUCT ANALYT & MED CHEM RES,KALAMAZOO,MI 49001
关键词
D O I
10.1021/ja963434w
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:3627 / 3628
页数:2
相关论文
共 22 条
  • [1] DIPEPTIDE ISOSTERES .1. SYNTHESIS OF DIHYDROXYETHYLENE DIPEPTIDE ISOSTERES VIA DIASTEREOSELECTIVE ADDITIONS OF ALKYLLITHIUM REAGENTS TO N,N-DIMETHYLHYDRAZONES - PREPARATION OF RENIN AND HIV-1 PROTEASE INHIBITOR TRANSITION-STATE MIMICS
    BAKER, WR
    CONDON, SL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (12) : 3277 - 3284
  • [2] Darke P L, 1994, Adv Pharmacol, V25, P399, DOI 10.1016/S1054-3589(08)60438-X
  • [3] NEW PROCEDURE FOR THE DIRECT GENERATION OF TITANIUM ENOLATES - DIASTEREOSELECTIVE BOND CONSTRUCTIONS WITH REPRESENTATIVE ELECTROPHILES
    EVANS, DA
    URPI, F
    SOMERS, TC
    CLARK, JS
    BILODEAU, MT
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (22) : 8215 - 8216
  • [4] DIASTEREOSELECTIVE ALDOL REACTIONS USING BETA-KETO IMIDE DERIVED ENOLATES - A VERSATILE APPROACH TO THE ASSEMBLAGE OF POLYPROPIONATE SYSTEMS
    EVANS, DA
    CLARK, JS
    METTERNICH, R
    NOVACK, VJ
    SHEPPARD, GS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (02) : 866 - 868
  • [5] ASYMMETRIC-SYNTHESIS OF AN HIV PROTEASE INHIBITOR VIA A NOVEL ALPHA-OXOKETENE KETENE [4+2]-CYCLOADDITION REACTION
    GAMMILL, RB
    JUDGE, TM
    PHILLIPS, G
    ZHANG, QW
    SOWELL, CG
    CHENEY, BV
    MIZSAK, SA
    DOLAK, LA
    SEEST, EP
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (26) : 12113 - 12114
  • [6] JONG T, 1984, J ORG CHEM, V49, P736
  • [7] TRITYL SALT CATALYZED ALDOL REACTION BETWEEN ALPHA,BETA-ACETYLENIC KETONES AND SILYL ENOL ETHERS
    KOBAYASHI, S
    MATSUI, S
    MUKAIYAMA, T
    [J]. CHEMISTRY LETTERS, 1988, (09) : 1491 - 1494
  • [8] DIASTEREOSELECTIVE SYN-EPOXIDATION OF 2-ALKYL-4-ENAMIDES TO EPOXYAMIDES - SYNTHESIS OF THE MERCK HIV-1 PROTEASE INHIBITOR EPOXIDE INTERMEDIATE
    MALIGRES, PE
    UPADHYAY, V
    ROSSEN, K
    CIANCIOSI, SJ
    PURICK, RM
    ENG, KK
    REAMER, RA
    ASKIN, D
    VOLANTE, RP
    REIDER, PJ
    [J]. TETRAHEDRON LETTERS, 1995, 36 (13) : 2195 - 2198
  • [9] ASYMMETRIC 1,4-ADDITION OF ORGANOCUPRATES TO CHIRAL ALPHA,BETA-UNSATURATED N-ACYL-4-PHENYL-2-OXAZOLIDINONES - A NEW APPROACH TO THE SYNTHESIS OF CHIRAL BETA-BRANCHED CARBOXYLIC-ACIDS
    NICOLAS, E
    RUSSELL, KC
    HRUBY, VJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (03) : 766 - 770
  • [10] CONCEPTS AND PROGRESS IN THE DEVELOPMENT OF PEPTIDE MIMETICS
    OLSON, GL
    BOLIN, DR
    BONNER, MP
    BOS, M
    COOK, CM
    FRY, DC
    GRAVES, BJ
    HATADA, M
    HILL, DE
    KAHN, M
    MADISON, VS
    RUSIECKI, VK
    SARABU, R
    SEPINWALL, J
    VINCENT, GP
    VOSS, ME
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (21) : 3039 - 3049