2-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-[1,3,2]dithiaphospholane | 220063-82-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 2-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-[1,3,2]dithiaphospholane
• 英文别名: 2-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-1,3,2-dithiaphospholane
• CAS: 220063-82-1
• 化学式: C₂₉H₄₉OPS₂
• 分子量: 508.813
• InChiKey: WIYGAUKTXYNRHW-AXYOXNHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  59.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-[1,3,2]dithiaphospholane 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 作用下， 以 四氢呋喃 为溶剂， 生成 2-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-[1,3,2]dithiaphospholane 2-sulfide
  参考文献：
  名称：

  New efficient synthesis of phosphonofluorodithioates ROP(S)(S−)F and their structural analogues

  摘要：

  标题化合物3通过由1,3,2-二硫代膦烷PIII衍生物1进行的单锅连续反应，以非常高的产率形成，这些衍生物通过加成元素硫转化为相应的PIV化合物2，最终通过四丁基氟化铵（TBAF）转化为氟化二硫代盐3。

  DOI：

  10.1039/a807029f
• 作为产物：
  描述：

  胆固醇 、 2-(N,N-diisopropylamino)-1,3,2-dithiaphospholane 在 四氮唑 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-[1,3,2]dithiaphospholane
  参考文献：
  名称：

  The synthesis and X-ray structural studies of 2-cholesteryl-2-thio-1,3,2-oxathiaphospholane and 2-cholesteryl-2-thio-1,3,2-dithiaphospholane

  摘要：

  Two ''thiophospholane'' derivatives of cholesterol: 2-cholesteryl-2-thio-1,3,2-oxathiaphospholane (1) and 2-cholesteryl-2-thio-1,3,2-dithiaphospholane (2) were synthesized as new reagents for introducing a cholesteryl moiety at the 5'-end of oligonucleotides via the phosphorothioate or phosphorodithioate bond. Compounds 1 and 2 were subjected to structural studies by X-ray methods. Both compounds crystallized in the orthorhombic system, space group P2(1)2(1)2(1), 1 with a = 6.283(1) Angstrom, b = 12.067(1) Angstrom, c = 38.983(3) Angstrom, 2 with a = 6.371(1) Angstrom, b = 11.971(1) Angstrom and c = 39.502(3) Angstrom. The five-membered heterocyclic rings of both compounds attain a half-chair conformation in the solid state. In structures of 1 and 2 a disorder of some atoms is observed. The absolute configuration at the phosphorus atom in 1 of the components of diastereoisomeric mixture has been established.

  DOI：

  10.1007/bf02018694

文献信息

• New efficient synthesis of phosphonofluorodithioates ROP(S)(S−)F and their structural analogues
  作者：Izabela Tworowska、Wojciech Dąbkowski

  DOI：10.1039/a807029f

  日期：——

  The title compounds 3 are formed in very high yield from a one-pot sequential reaction of 1,3,2-dithiaphospholane PIII derivatives 1, which are transformed into the corresponding PIV compounds 2 by addition of elemental sulfur and finally into fluoridodithioates 3 by TBAF.

  标题化合物3通过由1,3,2-二硫代膦烷PIII衍生物1进行的单锅连续反应，以非常高的产率形成，这些衍生物通过加成元素硫转化为相应的PIV化合物2，最终通过四丁基氟化铵（TBAF）转化为氟化二硫代盐3。
• The synthesis and X-ray structural studies of 2-cholesteryl-2-thio-1,3,2-oxathiaphospholane and 2-cholesteryl-2-thio-1,3,2-dithiaphospholane
  作者：Jarosław Błaszczyk、Michał W. Wieczorek、Andrzej Okruszek、Agnieszka Sierzchała、Anna Kobylańska、Wojciech J. Stec

  DOI：10.1007/bf02018694

  日期：1996.1

  Two ''thiophospholane'' derivatives of cholesterol: 2-cholesteryl-2-thio-1,3,2-oxathiaphospholane (1) and 2-cholesteryl-2-thio-1,3,2-dithiaphospholane (2) were synthesized as new reagents for introducing a cholesteryl moiety at the 5'-end of oligonucleotides via the phosphorothioate or phosphorodithioate bond. Compounds 1 and 2 were subjected to structural studies by X-ray methods. Both compounds crystallized in the orthorhombic system, space group P2(1)2(1)2(1), 1 with a = 6.283(1) Angstrom, b = 12.067(1) Angstrom, c = 38.983(3) Angstrom, 2 with a = 6.371(1) Angstrom, b = 11.971(1) Angstrom and c = 39.502(3) Angstrom. The five-membered heterocyclic rings of both compounds attain a half-chair conformation in the solid state. In structures of 1 and 2 a disorder of some atoms is observed. The absolute configuration at the phosphorus atom in 1 of the components of diastereoisomeric mixture has been established.