(8S,11S,14R,15E,17R,18R,20R,22S,23E,25E,27E,29S,31S,34R)-1,17-dihydroxy-18,29-dimethoxy-11-[(2R)-1-[(1S,3R,4S)-3-methoxy-4-(tetrazol-1-yl)cyclohexyl]propan-2-yl]-14,16,20,22,28,34-hexamethyl-10,36-dioxa-3-azatricyclo[29.4.1.03,8]hexatriaconta-15,23,25,27-tetraene-2,9,13,19,35-pentone | 928816-81-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• 英文名称: (8S,11S,14R,15E,17R,18R,20R,22S,23E,25E,27E,29S,31S,34R)-1,17-dihydroxy-18,29-dimethoxy-11-[(2R)-1-[(1S,3R,4S)-3-methoxy-4-(tetrazol-1-yl)cyclohexyl]propan-2-yl]-14,16,20,22,28,34-hexamethyl-10,36-dioxa-3-azatricyclo[29.4.1.03,8]hexatriaconta-15,23,25,27-tetraene-2,9,13,19,35-pentone
• CAS: 928816-81-3
• 化学式: C₅₂H₇₉N₅O₁₂
• 分子量: 966.226
• InChiKey: QCZFBGUJYMMCKD-PZEWMEHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  69
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  219
• 氢给体数：
  2
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  40-(R)-trifluoromethanesulfonylrapamycin 、 四氮唑 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成 唑他莫司 、 42-(2-四唑基)雷帕霉素 、 (8S,11S,14R,15E,17R,18R,20R,22S,23E,25E,27E,29S,31S,34R)-1,17-dihydroxy-18,29-dimethoxy-11-[(2R)-1-[(1S,3R,4S)-3-methoxy-4-(tetrazol-1-yl)cyclohexyl]propan-2-yl]-14,16,20,22,28,34-hexamethyl-10,36-dioxa-3-azatricyclo[29.4.1.03,8]hexatriaconta-15,23,25,27-tetraene-2,9,13,19,35-pentone
  参考文献：
  名称：

  One pot synthesis of tetrazole derivatives of sirolimus

  摘要：

  提供了一种单步、一锅法的方法来大规模获得左旋西罗莫司和其他雷帕霉素衍生物，该方法改进了目前可用的合成方案。在一种实施例中，干燥的雷帕霉素溶解在丙酮酸异丙酯（IPAc）中。溶液冷却后，加入2,6-二甲基吡啶，随后缓慢加入三氟甲磺酸酐，在-30°C下进行。通过过滤去除盐。向三氟甲磺酸酯溶液中加入四唑，随后加入一种叔基二异丙基乙基胺（DIEA）的叔碱。在室温下孵育后，产品被浓缩并通过硅胶柱使用THF/庚烷作为洗脱剂进行纯化。收集含有产品的分数，浓缩并再次使用丙酮/庚烷柱进行纯化。含有产品的分数被浓缩。将产品溶解在t-BME中，用庚烷沉淀。将固体溶解在丙酮中，加入叔丁基羟基甲苯（BHT），并浓缩溶液。使用丙酮重复两次此过程以去除溶剂。在干燥之前添加至少一种稳定剂，例如0.5%的BHT。

  公开号：

  US20080167335A1

文献信息

• Immunosuppressant drug extraction reagent for immunoassays
  申请人：Grenier Frank C.

  公开号：US20080020401A1

  公开（公告）日：2008-01-24

  An improved extractive reagent composition and method for extracting an immunosuppressant drug, such as sirolimus, tacrolimus or cyclosporine, from blood samples while yielding a test sample extract that has low vapor pressure and is compatible with immunoassay components. The inventive reagent composition comprises dimethyl sulfoxide (DMSO), at least one divalent metal salt and water. The sample extracts resulting from use of each of these combinations have low vapor pressure and are compatible with immunochemistry assays.
• Non-Denaturing Lysis Reagent For Use With Capture-In-Solution Immunoassay
  申请人：Holets-McCormack Shelley R.

  公开号：US20090325198A1

  公开（公告）日：2009-12-31

  The invention provides a lysis reagent and method for preparing a test sample for use in an assay, wherein the method yields a homogeneous lysis mixture suitable for use in automated pipetting systems without the need for a centrifugation step. The lysis reagent includes a glycol and non-specific animal immunoglobulins. Other aspects of the invention include related immunoassays and test kits.
• ONE POT SYNTHESIS OF TETRAZOLE DERIVATIVES OF RAPAMYCIN
  申请人：Dhaon Madhup K.

  公开号：US20100204466A1

  公开（公告）日：2010-08-12

  A single-step, one-pot process to obtain zotarolimus and other rapamycin derivatives on large scale is presented, which improves currently available synthesis schemes. In one embodiment, dried rapamycin is dissolved in isopropylacetate (IPAc). The solution is cooled, and 2,6-Lutidine is added, followed slowly adding triflic anhydride at −30° C. Salts are then removed by filtration. Tetrazole, followed by a tert-base diisopropylethylamine (DIEA) is added to the triflate solution. After incubation at room temperature, the product is concentrated and purified by a silica gel column using THF/heptane as eluant. The fractions containing the product are collected, concentrated, and purified again using an acetone/heptane column. The product containing fractions are concentrated. The product is dissolved in t-BME and precipitated with heptane. The solids are dissolved in acetone, treated with butylated-hydroxy toluene (BHT), and the solution concentrated. The process is repeated twice with acetone to remove solvents. At least one stabilizing agent is added, such as BHT at 0.5% before drying.
• IMMUNOSUPPRESSANT DRUG EXTRACTION REAGENT FOR IMMUNOASSAYS
  申请人：GRENIER FRANK C.

  公开号：US20110091997A1

  公开（公告）日：2011-04-21

  An improved extractive reagent composition and method for extracting an immunosuppressant drug, such as sirolimus, tacrolimus or cyclosporine, from blood samples while yielding a test sample extract that has low vapor pressure and is compatible with immunoassay components. The inventive reagent composition comprises dimethyl sulfoxide (DMSO), at least one divalent metal salt and water. The sample extracts resulting from use of each of these combinations have low vapor pressure and are compatible with immunochemistry assays.
• NON-DENATURING LYSIS REAGENT
  申请人：Grenier Frank C.

  公开号：US20110171662A1

  公开（公告）日：2011-07-14

  The invention provides a lysis reagent and method for preparing a test sample for use in an assay, wherein the method yields a homogeneous lysis mixture suitable for use in automated pipetting systems without the need for a centrifugation step. The lysis reagent includes a glycol and an alcohol. Other aspects of the invention include related immunoassays and test kits.