| 1082068-84-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1082068-84-5
• 化学式: C₂₁H₃₉FO₄Sn
• 分子量: 493.247
• InChiKey: JDLYOIMCDPJUSK-UPSQKAKPSA-N

反应信息

• 作为反应物：
  描述：

  在 三氟乙酸 作用下， 生成 5,6-dideoxy-6-fluoro-D-ribo-hex-5-enofuranose
  参考文献：
  名称：

  Novel S -Ribosylhomocysteine Analogues as Potential Inhibitors of LuxS Enzyme

  摘要：

  Selective cross-coupling of the protected 6-fluoro-6-iodo-alpha-D-ribo-hex-5-enofuranose with 2 equivalents of 4-ethoxy-4-oxobutylzinc bromide in the presence of Pd[P(Ph)(3)](4) followed by deprotections gave methyl 5,6,7,8,9-pentadeoxy-6-fluoro-alpha/beta-D-ribo-dec-5(Z)-enofuranuronate; a S-ribosylhomocysteine analogue with the sulfur and carbon-5 atoms replaced by the fluoro(vinyl) unit.

  DOI：

  10.1080/15257770701513190

文献信息

• S-Ribosylhomocysteine analogues with the carbon-5 and sulfur atoms replaced by a vinyl or (fluoro)vinyl unit
  作者：Stanislaw F. Wnuk、Jennifer Lalama、Craig A. Garmendia、Jenay Robert、Jinge Zhu、Dehua Pei

  DOI：10.1016/j.bmc.2008.03.028

  日期：2008.5

  Treatment of the protected ribose or xylose 5-aldehyde with sulfonyl-stabilized fluorophosphonate gave (fluoro)vinyl sulfones. Stannyldesulfonylation followed by iododestannylation afforded 5,6-dideoxy-6-fluoro-6-iodo-D-ribo or xylo-hex-5-enofuranoses. Coupling of the hexenofuranoses with alkylzinc bromides gave 10-carbon ribosyl- and xylosylhomocysteine analogues incorporating a fluoroalkene. The fluoroalkenyl and alkenyl analogues were evaluated for inhibition of Bacillus subtilis S-ribosyl-homocysteinase (LuxS). One of the compounds, 3,5,6-trideoxy-6-fluoro-D-erythro-hex-5-enofuranose, acted as a competitive inhibitor of moderate potency (K(I) = 96 mu M). (C) 2008 Elsevier Ltd. All rights reserved.