(5R)-5,9-dimethyl-9-<(trimethylsilyl)oxy>decanal | 164025-81-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (5R)-5,9-dimethyl-9-<(trimethylsilyl)oxy>decanal
• 英文别名: (S)-5,9-dimethyl-9-trimethylsilanyloxy-decanal；(5S)-5,9-dimethyl-9-trimethylsilyloxydecanal
• CAS: 164025-81-4
• 化学式: C₁₅H₃₂O₂Si
• 分子量: 272.503
• InChiKey: ANKNTWQBHGMNFX-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.79
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  叔丁基[3-[2-(二苯基膦酰)亚乙基]-4-亚甲基环己基氧基]二甲基硅烷 、 (5R)-5,9-dimethyl-9-<(trimethylsilyl)oxy>decanal 在 正丁基锂 作用下， 生成
  参考文献：
  名称：

  Synthesis of Retiferol RAD1 and RAD2, the Lead Representatives of a New Class of des-CD Analogs of Cholecalciferol

  摘要：

  The design and total convergent synthesis are described for the leading representatives of the new class of analogs of cholecalciferol with the CD-ring system replaced with a two-carbon aliphatic spacer. The leading representatives of C-21 retiferols (RAD(1) and RAD(2)) were obtained from a ring fragment derived from vitamin D and a chain fragment obtained from S-(-)-beta-citronellol. (C) 1995 Academic Press, Inc.

  DOI：

  10.1006/bioo.1995.1002
• 作为产物：
  描述：

  三甲基氯硅烷 、 (5S)-9-hydroxy-5,9-dimethyldecanal 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以44 mg的产率得到(5R)-5,9-dimethyl-9-<(trimethylsilyl)oxy>decanal
  参考文献：
  名称：

  Synthesis of Retiferol RAD1 and RAD2, the Lead Representatives of a New Class of des-CD Analogs of Cholecalciferol

  摘要：

  The design and total convergent synthesis are described for the leading representatives of the new class of analogs of cholecalciferol with the CD-ring system replaced with a two-carbon aliphatic spacer. The leading representatives of C-21 retiferols (RAD(1) and RAD(2)) were obtained from a ring fragment derived from vitamin D and a chain fragment obtained from S-(-)-beta-citronellol. (C) 1995 Academic Press, Inc.

  DOI：

  10.1006/bioo.1995.1002

文献信息

• Cyclohexanediol derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US05969190A1

  公开（公告）日：1999-10-19

  The compound, (E)-(1R,3R)-5-[(R)-11-hydroxy-7,11-dimethyl-dodec-2-enylidene]-cyclohexane -1,3-diol of the formula I: ##STR1## is useful in the treatment or prevention of hyperproliferative skin diseases, particularly psoriasis, basal cell carcinomas, disorders of keratinization and keratosis; or for reversing the conditions associated with photodamage.

  化合物(E)-(1R,3R)-5-[(R)-11-羟基-7,11-二甲基-十二烯基亚甲基]-环己烷-1,3-二醇，式子为I：##STR1##可用于治疗或预防过度增生性皮肤疾病，特别是银屑病、基底细胞癌、角化症和角化过程紊乱；或逆转与光损伤相关的病症。
• Synthesis of Retiferol RAD1 and RAD2, the Lead Representatives of a New Class of des-CD Analogs of Cholecalciferol
  作者：A. Kutner、H. Zhao、H. Fitak、S.R. Wilson

  DOI：10.1006/bioo.1995.1002

  日期：1995.3

  The design and total convergent synthesis are described for the leading representatives of the new class of analogs of cholecalciferol with the CD-ring system replaced with a two-carbon aliphatic spacer. The leading representatives of C-21 retiferols (RAD(1) and RAD(2)) were obtained from a ring fragment derived from vitamin D and a chain fragment obtained from S-(-)-beta-citronellol. (C) 1995 Academic Press, Inc.