生命科学。
3-羟基-7-氧代-5-胆烷酸是有机合成和医药研发的中间体，是利胆药物熊去氧胆酸的合成的中间体。
合成路线 1（1. 合成：4651-67-6）
产率：99%
合成条件：With palladium on activated charcoal; hydrogen In methanol at 70℃; for 12 h;
实验步骤：将式（7）化合物（4g，10.3mmol）溶于甲醇（40mL）钯碳（400mg）H2（4MPa），70℃反应12h。TLC检测反应完成后，硅藻土过滤， 减压浓缩溶剂，加入水（40mL），用二氯甲烷（30mL×3）萃取。合并的有机相，洗涤，饱和盐水，用无水Na 2 SO 4干燥，浓缩，通过硅胶柱色谱法纯化（ DCM：CH 3 OH = 10：1）获得式（8）化合物（4g白色固体，99％收率）。
参考文献：
- [1] Patent: CN107383137, 2017, A. Location in patent: Paragraph 0137 [2] Patent: CN106939030, 2017, A. Location in patent: Paragraph 0126; 0127 [3] Patent: CN107033208, 2017, A. Location in patent: Paragraph 0125; 0126
合成路线 2（2. 合成：4651-67-6）
产率：98.6%
合成条件：With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride In dichloromethane at -30℃; for 1.50 h;
实验步骤：将化合物1（5g，12.7mmol）加入到反应烧瓶中，并加入50mL二氯甲烷，DMSO（1.12g，14.3mmol）和三乙胺（4.2g，41.5mmol）。将反应温度冷却至-30℃。 向其中逐滴加入三氟乙酸酐（3.2g，15.2mmol）。 将反应物温育1.5小时后，加入10mL水。 搅拌混合物并温热至室温。 甲醇萃取两次，每次20ml，合并有机相，用饱和氯化钠溶液洗涤一次，用无水硫酸钠干燥，过滤，将有机相浓缩至干，得到化合物2，产量4.89g，产率98.6％
参考文献：
- [1] Patent: CN104876995, 2016, B. Location in patent: Paragraph 0036-0038; 0042; 0044 [2] Patent: CN106279336, 2017, A. Location in patent: Paragraph 0044; 0045; 0046 [3] Patent: CN107200763, 2017, A. Location in patent: Paragraph 0036; 0037; 0038; 0039 [4] Patent: CN107955056, 2018, A. Location in patent: Paragraph 0019-0022 [5] Patent: CN106986909, 2017, A. Location in patent: Paragraph 0043-0054 [6] Patent: WO2014/20024, 2014, A1. Location in patent: Page/Page column 5; 9; 10 [7] Steroids, 2012, vol. 77, # 13, p. 1335 - 1338 [8] Patent: CN105669815, 2016, A. Location in patent: Paragraph 0019; 0020; 0021 [9] Chemistry Letters, 1999, # 7, p. 693 - 694 [10] Steroids, 2002, vol. 67, # 1, p. 51 - 56 [11] Patent: CN105481925, 2016, A. Location in patent: Paragraph 0037; 0038; 0039 [12] Patent: CN106749466, 2017, A. Location in patent: Paragraph 0051-0053 [13] Organic Process Research and Development, 2002, vol. 6, # 5, p. 665 - 669 [14] Patent: WO2016/173493, 2016, A1. Location in patent: Page/Page column 23 [15] Patent: CN106518946, 2017, A. Location in patent: Paragraph 0138-0141 [16] Patent: US2009/62526, 2009, A1. Location in patent: Page/Page column 3 [17] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3986 - 3993 [18] Patent: US2017/233431, 2017, A1. Location in patent: Paragraph 0409-0410 [19] Patent: CN105348354, 2016, A. Location in patent: Paragraph 0022 [20] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1937, vol. 250, p. 31 [21] Journal of Biochemistry (Tokyo, Japan), 1939, vol. 29, p. 51,54 [22] Journal of Organic Chemistry, 1993, vol. 58, # 2, p. 499 - 501 [23] Journal of Medicinal Chemistry, 2012, vol. 55, # 1, p. 84 - 93 [24] Journal of Medicinal Chemistry, 2014, vol. 57, # 3, p. 937 - 954 [25] Patent: US2015/112089, 2015, A1 [26] Process Biochemistry, 2015, vol. 50, # 4, p. 598 - 604 [27] Patent: WO2017/27396, 2017, A1. Location in patent: Page/Page column 72 [28] Patent: CN106892954, 2017, A. Location in patent: Paragraph 0059; 0061; 0064; 0065 [29] Patent: WO2017/208165, 2017, A1. Location in patent: Page/Page column 17; 18 [30] Patent: CN106478756, 2017, A. Location in patent: Paragraph 0025; 0035; 0036 [31] ChemBioChem, 2018, vol. 19, # 4, p. 347 - 353
