73842-99-6 3-((叔丁基二甲基甲硅烷基)氧基)丙-1-醇

危险性质：非危险化学品

作为制备dictyostatin及其类似物的示例性“底部片段”15的关键中间体，用于相关药物合成研究。

医药

合成路线 1（1. 合成：73842-99-6）

产率：100% 合成条件：With sodium hydride In tetrahydrofuran 实验步骤：用于制备dictyostatin和类似物的示例性“底部片段”15的合成显示在图1.1,3-丙二醇3中，通过基于Evans手性辅助的方法阐述已知的双-TBS保护的Homer-Wadsworth-Emmons产品10 分九个步骤。 见，Phukan，P .; Sasmal，S .; Maier，M。E. Eur。 J. Org。化学。 2003年，1733年和Andrus，M。B.; Argade，A。B. Tetrahedron Lett。 1996,37,5049。 参考文献：

• [1] Patent: WO2005/117588, 2005, A2. Location in patent: Page/Page column 31 [2] Journal of the American Chemical Society, 2004, vol. 126, # 37, p. 11440 - 11441 [3] Organic Letters, 2007, vol. 9, # 16, p. 3105 - 3108 [4] Patent: WO2014/145302, 2014, A2. Location in patent: Page/Page column 34; 35; 38; 39 [5] Patent: WO2016/44558, 2016, A1. Location in patent: Page/Page column 51; 52; 54; 55 [6] Journal of Organic Chemistry, 1998, vol. 63, # 7, p. 2401 - 2406 [7] Angewandte Chemie - International Edition, 2016, vol. 55, # 42, p. 13189 - 13194 [8] Angew. Chem., 2016, vol. 128, p. 13383 - 13388,6 [9] Tetrahedron Asymmetry, 2017, vol. 28, # 12, p. 1765 - 1773 [10] Organic Letters, 2005, vol. 7, # 14, p. 3099 - 3102 [11] Angewandte Chemie - International Edition, 2006, vol. 45, # 33, p. 5506 - 5510 [12] Organic Letters, 2007, vol. 9, # 4, p. 615 - 618 [13] Journal of Organic Chemistry, 2011, vol. 76, # 20, p. 8364 - 8375 [14] Journal of Labelled Compounds and Radiopharmaceuticals, 2011, vol. 54, # 8, p. 401 - 407 [15] Tetrahedron Letters, 1998, vol. 39, # 48, p. 8771 - 8774 [16] Organic Letters, 2004, vol. 6, # 12, p. 1939 - 1942 [17] Synlett, 2004, # 15, p. 2689 - 2692 [18] Tetrahedron Letters, 2011, vol. 52, # 3, p. 458 - 460 [19] Journal of Organic Chemistry, 2011, vol. 76, # 24, p. 9900 - 9918 [20] Journal of the American Chemical Society, 2013, vol. 135, # 17, p. 6677 - 6693 [21] Angewandte Chemie - International Edition, 2014, vol. 53, # 41, p. 11075 - 11078 [22] Chemical Communications, 2015, vol. 51, # 58, p. 11693 - 11696 [23] Organic Letters, 2010, vol. 12, # 20, p. 4686 - 4689 [24] Chemical Communications, 2012, vol. 48, # 51, p. 6414 - 6416 [25] Heterocycles, 2014, vol. 89, # 2, p. 399 - 412 [26] Tetrahedron Letters, 1998, vol. 39, # 25, p. 4421 - 4424 [27] Angewandte Chemie - International Edition, 2011, vol. 50, # 34, p. 7940 - 7943 [28] Synthesis, 2011, # 22, p. 3706 - 3710 [29] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 17, p. 5247 - 5254 [30] Organic Letters, 2011, vol. 13, # 21, p. 5924 - 5927 [31] Tetrahedron Asymmetry, 2011, vol. 22, # 12, p. 1312 - 1319 [32] Journal of the American Chemical Society, 2016, vol. 138, # 50, p. 16486 - 16492 [33] Organic and Biomolecular Chemistry, 2005, vol. 3, # 20, p. 3812 - 3824 [34] Journal of Organic Chemistry, 2007, vol. 72, # 11, p. 4135 - 4148 [35] Synthesis (Germany), 2015, vol. 47, # 20, p. 3231 - 3240 [36] Synthesis, 1995, # 9, p. 1081 - 1088 [37] Chemistry - A European Journal, 2013, vol. 19, # 46, p. 15604 - 15614 [38] Angewandte Chemie - International Edition, 2018, vol. 57, # 33, p. 10712 - 10717 [39] Angew. Chem., 2018, vol. 130, # 33, p. 10872 - 10877,6 [40] Journal of the American Chemical Society, 2009, vol. 131, # 35, p. 12550 - 12551 [41] Angewandte Chemie - International Edition, 2013, vol. 52, # 36, p. 9534 - 9538 [42] Angew. Chem., 2013, vol. 125, # 36, p. 9713 - 9717,5 [43] Chemistry - A European Journal, 2015, vol. 21, # 6, p. 2398 - 2408 [44] Organic Letters, 2015, vol. 17, # 24, p. 6278 - 6281 [45] Journal of Organic Chemistry, 2017, vol. 82, # 6, p. 3019 - 3045 [46] Journal of Organic Chemistry, 1992, vol. 57, # 7, p. 2114 - 2121 [47] Tetrahedron Asymmetry, 2010, vol. 21, # 3, p. 320 - 324 [48] Green Chemistry, 2013, vol. 15, # 10, p. 2830 - 2842 [49] Journal of the American Chemical Society, 2015, vol. 137, # 28, p. 8892 - 8895 [50] Journal of the American Chemical Society, 1980, vol. 102, p. 4743 [51] Tetrahedron, 1992, vol. 48, # 27, p. 5557 - 5564 [52] Journal of Organic Chemistry, 1994, vol. 59, # 5, p. 1139 - 1148 [53] Journal of Organic Chemistry, 2013, vol. 78, # 11, p. 5492 - 5504 [54] Journal of Organic Chemistry, 2017, vol. 82, # 24, p. 13121 - 13140 [55] Journal of Organic Chemistry, 1999, vol. 64, # 2, p. 373 - 381 [56] Journal of Organic Chemistry, 2017, vol. 82, # 3, p. 1743 - 1760 [57] Tetrahedron, 2010, vol. 66, # 43, p. 8458 - 8463 [58] Organic Letters, 2016, vol. 18, # 13, p. 3210 - 3213 [59] Tetrahedron, 2005, vol. 61, # 50, p. 11910 - 11923 [60] Tetrahedron, 1992, vol. 48, # 19, p. 3991 - 4004 [61] Journal of Organic Chemistry, 2008, vol. 73, # 18, p. 6983 - 6993 [62] Chemistry - A European Journal, 2018, vol. 24, # 36, p. 9066 - 9074 [63] Organic and Biomolecular Chemistry, 2004, vol. 2, # 24, p. 3573 - 3583 [64] Journal of Organic Chemistry, 2010, vol. 75, # 8, p. 2429 - 2444 [65] Angewandte Chemie - International Edition, 2013, vol. 52, # 49, p. 13033 - 13036 [66] Angew. Chem., 2013, vol. 125, # 49, p. 13271 - 13274,4 [67] Angewandte Chemie - International Edition, 2018, [68] Angew. Chem., 2018, vol. 130, # 48, p. 16092 - 16096,5 [69] Tetrahedron Letters, 2010, vol. 51, # 8, p. 1185 - 1186 [70] Chemistry - A European Journal, 2014, vol. 20, # 28, p. 8594 - 8598 [71] Tetrahedron Asymmetry, 2012, vol. 23, # 14, p. 1093 - 1099 [72] Organic and Biomolecular Chemistry, 2016, vol. 14, # 40, p. 9554 - 9559 [73] Organic and biomolecular chemistry, 2004, vol. 2, # 15, p. 2220 - 2228 [74] Journal of Medicinal Chemistry, 2015, vol. 58, # 10, p. 4204 - 4219 [75] Organic Letters, 2017, vol. 19, # 16, p. 4163 - 4166 [76] Organic and Biomolecular Chemistry, 2016, vol. 14, # 5, p. 1579 - 1583 [77] Tetrahedron, 2011, vol. 67, # 27-28, p. 5046 - 5053 [78] European Journal of Organic Chemistry, 2005, # 22, p. 4773 - 4788 [79] Synthesis, 2011, # 14, p. 2321 - 2333 [80] Angewandte Chemie - International Edition, 2012, vol. 51, # 10, p. 2382 - 2386 [81] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 1, p. 116 - 125 [82] Tetrahedron Letters, 2014, vol. 55, # 16, p. 2600 - 2602 [83] Chimia, 2012, vol. 66, # 4, p. 201 - 204 [84] Journal of Medicinal Chemistry, 2011, vol. 54, # 20, p. 7280 - 7288 [85] Organic Letters, 2014, vol. 16, # 3, p. 724 - 726 [86] Angewandte Chemie - International Edition, 2010, vol. 49, # 5, p. 967 - 970 [87] Journal of Organic Chemistry, 1986, vol. 51, # 17, p. 3388 - 3390 [88] Tetrahedron, 1995, vol. 51, # 38, p. 10601 - 10626 [89] Tetrahedron, 1997, vol. 53, # 48, p. 16545 - 16552 [90] Journal of Organic Chemistry, 1999, vol. 64, # 25, p. 9080 - 9089 [91] Tetrahedron Letters, 1998, vol. 39, # 45, p. 8349 - 8352 [92] Tetrahedron Letters, 2003, vol. 44, # 48, p. 8729 - 8732 [93] Journal of the American Chemical Society, 2005, vol. 127, # 12, p. 4326 - 4335 [94] Organic Letters, 2005, vol. 7, # 10, p. 2011 - 2014 [95] Organic Letters, 2006, vol. 8, # 9, p. 1949 - 1951 [96] Chemistry - A European Journal, 2006, vol. 12, # 4, p. 1185 - 1204 [97] Organic Letters, 2002, vol. 4, # 10, p. 1747 - 1750 [98] Organic letters, 2002, vol. 4, # 21, p. 3655 - 3658 [99] Organic Letters, 2007, vol. 9, # 19, p. 3857 - 3858 [100] Organic and Biomolecular Chemistry, 2007, vol. 5, # 16, p. 2678 - 2689 [101] Patent: US6458783, 2002, B1 [102] Patent: US5554746, 1996, A [103] Organic Letters, 2010, vol. 12, # 3, p. 508 - 511 [104] Chemistry - A European Journal, 2009, vol. 15, # 44, p. 12065 - 12081 [105] Bulletin of the Korean Chemical Society, 2010, vol. 31, # 7, p. 1841 - 1842 [106] Journal of the American Chemical Society, 2011, vol. 133, # 5, p. 1484 - 1505