(4S)-4-((3RS)-2-methyl-3-hydroxy-pent-2-yl)-2,2-dimethyl-[1,3] dioxane | 197634-21-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4S)-4-((3RS)-2-methyl-3-hydroxy-pent-2-yl)-2,2-dimethyl-[1,3] dioxane
• 英文别名: (4S)-4-(2-methyl-3(RS)-hydroxy-pent-2-yl)-2,2-dimethyl-[1,3]dioxane；2-[(4S)-2,2-dimethyl-1,3-dioxan-4-yl]-2-methylpentan-3-ol
• CAS: 197634-21-2
• 化学式: C₁₂H₂₄O₃
• 分子量: 216.321
• InChiKey: KTMOQLGIGOFBGC-AXDSSHIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4S)-4-((3RS)-2-methyl-3-hydroxy-pent-2-yl)-2,2-dimethyl-[1,3] dioxane 在 四丙基高钌酸铵 、 4 A molecular sieve 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 生成 2-[(4S)-2,2-dimethyl-1,3-dioxan-4-yl]-2-methyl-3-pentanon
  参考文献：
  名称：

  Efficient Chiral Pool Synthesis of the C1-C6 Fragment of Epothilones

  摘要：

  描述了一种从易得的手性原料(-)-泛内酯出发，高效合成紫杉醇C1-C6片段的手性池合成方法。

  DOI：

  10.1055/s-2004-834936
• 作为产物：
  描述：

  D-(-)-泛酰内酯 在 palladium on activated charcoal 正丁基锂 、 硼烷四氢呋喃络合物 、 草酰氯 、 camphor-10-sulfonic acid 、 potassium tert-butylate 、 氢气 、 4-甲基苯磺酸吡啶 、 二异丁基氢化铝 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 乙醇 、 正己烷 、 二氯甲烷 、 甲苯 为溶剂， -70.0~30.0 ℃ 、101.33 kPa 条件下， 反应 58.5h， 生成 (4S)-4-((3RS)-2-methyl-3-hydroxy-pent-2-yl)-2,2-dimethyl-[1,3] dioxane
  参考文献：
  名称：

  Efficient Chiral Pool Synthesis of the C1-C6 Fragment of Epothilones

  摘要：

  描述了一种从易得的手性原料(-)-泛内酯出发，高效合成紫杉醇C1-C6片段的手性池合成方法。

  DOI：

  10.1055/s-2004-834936

文献信息

• EPOTHILONE DERIVATIVES, METHOD FOR PRODUCING SAME AND THEIR PHARMACEUTICAL USE
  申请人：——

  公开号：US20030144523A1

  公开（公告）日：2003-07-31

  This invention relates to the new epothilone derivatives of general formula I, 1 in which substituents Y, Z R 2a , R 2b , R 3 , R 4a , R 4b , D—E, R 5 , R 6 , R 7 , R 8 and X have the meanings that are indicated in more detail in the description. The new compounds interact with tubulin by stabilizing microtubuli that are formed. They are able to influence the cell-splitting in a phase-specific manner and are suitable for treating malignant tumors, for example, ovarian, stomach, colon, adeno-, breast, lung, head and neck carcinomas, malignant melanomas, acute lymphocytic and myelocytic leukemia. In addition, they are suitable for anti-angiogenesis therapy as well as for treatment of chronic inflammatory diseases (psoriasis, arthritis). To avoid uncontrolled proliferation of cells and for better compatibility of medical implants, they can be applied or introduced into polymer materials. The compounds according to the invention can be used alone or to achieve additive or synergistic actions in combination with other principles and classes of substances that can be used in tumor therapy.

  本发明涉及具有通式I的新埃波替隆衍生物，其中取代基Y、Z、R2a、R2b、R3、R4a、R4b、D—E、R5、R6、R7、R8和X的含义在描述中更详细地指出。这些新化合物通过与微管蛋白的相互作用来稳定形成的微管。它们能够以阶段特异性的方式影响细胞分裂，并适用于治疗恶性肿瘤，例如卵巢、胃、结肠、腺体、乳腺、肺、头颈癌、恶性黑色素瘤、急性淋巴细胞和骨髓细胞白血病。此外，它们还适用于抗血管生成治疗以及治疗慢性炎性疾病（银屑病、关节炎）。为了避免细胞的不受控制的增殖以及提高医疗植入物的相容性，它们可以应用于或引入到聚合物材料中。根据发明的化合物可以单独使用，也可以与其他可用于肿瘤治疗的原理和物质类别结合使用，以实现相加或协同作用。
• Novel epothilone derivatives, method for the preparation thereof and their pharmaceutical use
  申请人：——

  公开号：US20040058969A1

  公开（公告）日：2004-03-25

  The invention relates to novel epothilone derivatives of general formula (1), wherein R 5 represents a halogen atom or a cyano group and the other substituents have the meanings as cited in the description. The novel compounds interact with tubulin by stabilizing formed microtubules. They are capable of influencing the cell division in a phase-specific manner and are well-suited for the treatment of malignant tumors, for example, ovarian, stomach, colon, adeno, breast, lung, head and neck carcinomas, malignant melanoma, acute lymphocytic and myelocytic leukemia. In addition, they are well-suited for anti-angiogenesis therapy and for the treatment of chronic inflammable medical disorders (psoriasis, arthritis). In order to prevent uncontrolled cell growths as well as to improve the compatibility of medical implants, the inventive epothilone derivatives can be applied to or introduced into polymeric materials. The inventive compounds can be used alone or in order to obtain additive or synergistic effects, in conjunction with additional principles and substance classes that can be used in tumor therapy. 1

  本发明涉及一类通式（1）的新埃博霉素衍生物，其中R 5 代表卤素原子或氰基，其他取代基的含义如描述中引用。这些新颖化合物通过与微管蛋白作用稳定形成的微管。它们能够以特定阶段的方式影响细胞分裂，非常适合治疗恶性肿瘤，例如卵巢癌、胃癌、结肠癌、腺癌、乳腺癌、肺癌、头颈癌、恶性黑色素瘤、急性淋巴细胞和骨髓细胞白血病。此外，它们还非常适合用于抗血管生成治疗和慢性炎症性医疗疾病（银屑病、关节炎）的治疗。为了防止不受控制的细胞生长以及提高医疗植入物的相容性，本发明的埃博霉素衍生物可以施加或引入到聚合物材料中。本发明的化合物可以单独使用，或者为了获得添加剂或协同效应，与肿瘤治疗中可用的其他原理和物质类别联合使用。 1
• Epothilon derivatives, method for the production and the use thereof as pharmaceuticals
  申请人：Schering, AG

  公开号：US07001916B1

  公开（公告）日：2006-02-21

  Disclosed are epothilone compounds of formula I, which are useful as pharmaceutical compounds for treating, for example, malignant tumors and chronic inflammatory diseases and are useful in anti-angiogenesis therapy.

  揭示了公式I的依托利定化合物，这些化合物可用作治疗恶性肿瘤和慢性炎症性疾病的药物化合物，并在抗血管生成治疗中有用。
• Epothilone derivatives, process for their production, and their pharmaceutical use
  申请人：Klar Ulrich

  公开号：US20060040990A1

  公开（公告）日：2006-02-23

  Disclosed are epothilone compounds of formula I, which are useful as pharmaceutical compounds for treating, for example, malignant tumors and chronic inflammatory diseases and are useful in anti-angiogenesis therapy.

  揭示了公式I的环毛菌素化合物，它们可用作药物化合物，例如治疗恶性肿瘤和慢性炎症性疾病，并在抗血管生成治疗中有用。
• NEW EPOTHIOLONE DERIVATIVES, PROCESS FOR THEIR PRODUCTION, AND THEIR PHARMACEUTICAL USE
  申请人：KLAR Ulrich

  公开号：US20090018342A1

  公开（公告）日：2009-01-15

  This invention relates to the new epothilone derivatives of general formula I, in which substituents Y, Z, R 2a , R 2b , R 3 , R 4a , R 4b , D-E, R 5 , R 6 , R 7 , R 8 and X have the meanings that are indicated in the description. The new compounds interact with tubulin by stabilizing microtubuli that are formed. They are able to influence the cell-splitting in a phase-specific manner and are suitable for treating malignant tumors, for example, ovarian, stomach, colon, adeno-, breast, lung, head and neck carcinomas, malignant melanomas, acute lymphocytic and myelocytic leukemia. In addition, they are suitable for anti-angiogenesis therapy as well as for treatment of chronic inflammatory diseases (psoriasis, arthritis). To avoid uncontrolled proliferation of cells and for better compatibility of medical implants, they can be applied or introduced into polymer materials. The compounds according to the invention can be used alone or to achieve additive or synergistic actions in combination with other principles and classes of substances that can be used in tumor therapy.

  本发明涉及一般式I的新的环丙沙星衍生物，其中取代基Y、Z、R2a、R2b、R3、R4a、R4b、D-E、R5、R6、R7、R8和X的含义如说明中所示。这些新化合物通过稳定形成的微管来与微管蛋白相互作用。它们能够以特定的阶段影响细胞分裂，并适用于治疗恶性肿瘤，例如卵巢、胃、结肠、腺癌、乳腺、肺、头颈部癌症、恶性黑色素瘤、急性淋巴细胞性和髓细胞性白血病。此外，它们还适用于抗血管生成治疗以及治疗慢性炎症性疾病（如牛皮癣、关节炎）。为了避免细胞的无控制增殖和更好地兼容医学植入物，它们可以应用或引入到聚合物材料中。本发明的化合物可以单独使用或与其他用于肿瘤治疗的原则和类别的物质相结合以实现加成或协同作用。