Efficient synthesis of optically pure (4R,6S)-4-(tert-butyldimethylsilyloxy)-6-(hydroxymethyl)tetrahydropyran-2-one and its enantiomer

被引：7
作者：
Ghorpade, SR
Kalkote, UR [1 ]
Chavan, SP
Bhide, SR
Ravindranathan, T
Puranik, VG
机构：
[1] Natl Chem Lab, Div Organ Chem, Pune 411008, Maharashtra, India
[2] Natl Chem Lab, Technol & Phys Chem Div, Pune 411008, Maharashtra, India
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 20期
关键词：
D O I：
10.1021/jo015774s
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[No abstract available]
引用
收藏
页码：6803 / 6806
页数：4
相关论文
共 16 条
  • [1] OXIDATION OF METHYL P-TOLYL SULFIDE WITH BAKERS-YEAST - PREPARATION OF A SYNTHON OF THE MEVINIC ACID-TYPE HYPOCHOLESTEMIC AGENTS
    BEECHER, J
    BRACKENRIDGE, I
    ROBERTS, SM
    TANG, J
    WILLETTS, AJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (13): : 1641 - 1643
  • [2] BOCAN TMA, 1989, 10TH INT S DRUGS AFF, P55
  • [3] CRYSTAL AND MOLECULAR-STRUCTURE OF COMPACTIN, A NEW ANTIFUNGAL METABOLITE FROM PENICILLIUM-BREVICOMPACTUM
    BROWN, AG
    SMALE, TC
    KING, TJ
    HASENKAMP, R
    THOMPSON, RH
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (11): : 1165 - 1173
  • [4] COMPETITIVE INHIBITION OF 3-HYDROXY-3-METHYLGLUTARYL COENZYME A REDUCTASE BY ML-236A AND ML-236B FUNGAL METABOLITES, HAVING HYPOCHOLESTEROLEMIC ACTIVITY
    ENDO, A
    KURODA, M
    TANZAWA, K
    [J]. FEBS LETTERS, 1976, 72 (02) : 323 - 326
  • [5] ML-236A, ML-236B, AND ML-236C, NEW INHIBITORS OF CHOLESTEROGENESIS PRODUCED BY PENICILLIUM CITRINUM
    ENDO, A
    KURODA, M
    TSUJITA, Y
    [J]. JOURNAL OF ANTIBIOTICS, 1976, 29 (12) : 1346 - 1348
  • [6] Desymmetrization of meso-cyclopenten-cis-1,4-diol to 4-(R)-hydroxycyclopent-2-en-1-(S)-acetate by irreversible transesterification using Chirazyme®
    Ghorpade, SR
    Kharul, RK
    Joshi, RR
    Kalkote, UR
    Ravindranathan, T
    [J]. TETRAHEDRON-ASYMMETRY, 1999, 10 (05) : 891 - 899
  • [7] Enzymatic kinetic resolution studies of racemic 4-hydroxycyclopent-2-en-1-one using Lipozyme IM®
    Ghorpade, SR
    Bastawade, KB
    Gokhale, DV
    Shinde, PD
    Mahajan, VA
    Kalkote, UR
    Ravindranathan, T
    [J]. TETRAHEDRON-ASYMMETRY, 1999, 10 (21) : 4115 - 4122
  • [8] TOTAL SYNTHESIS OF THE HYPOCHOLESTEROLEMIC AGENT COMPACTIN
    HSU, CT
    WANG, NY
    LATIMER, LH
    SIH, CJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (03) : 593 - 601
  • [9] A practical and scalable process for 4-(R)-hydroxycyclopent-2-en-1-(S)-acetate by desymmetrization of meso-cyclopent-2-en-1,4-diacetate catalyzed by Trichosporon beigelii (NCIM 3326), a cheap biocatalyst
    Kalkote, UR
    Ghorpade, SR
    Joshi, RR
    Ravindranathan, T
    Bastawade, KB
    Gokhale, DV
    [J]. TETRAHEDRON-ASYMMETRY, 2000, 11 (14) : 2965 - 2970
  • [10] KATHAWALA F, 1988, Patent No. 4739073
12