(2S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-(1,3-dithian-2-yl)propan-2-ol | 1196989-21-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-(1,3-dithian-2-yl)propan-2-ol
• 英文别名: (S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-(1,3-dithian-2-yl)propan-2-ol
• CAS: 1196989-21-5
• 化学式: C₁₂H₂₂O₃S₂
• 分子量: 278.437
• InChiKey: NRTWKKWFITVLFW-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.48
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-(1,3-dithian-2-yl)propan-2-ol 在 2,6-二甲基吡啶 、 mercury(II) perchlorate trihydrate 、 tetramethylammonium triacetoxyborohydride 、 叔丁基锂 、 乙酰氯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 1-(((3R,5S,7R,9S)-3,5,7,9,10-pentakis(tert-butyldimethylsilyloxy)decyloxy)methyl)-4-methoxybenzene
  参考文献：
  名称：

  C(21)−C(40) of Tetrafibricin via Metal Catalysis: Beyond Stoichiometric Chiral Reagents, Auxiliaries, and Premetalated Nucleophiles

  摘要：

  The C(21)-C(40) fragment of fibrinogen receptor inhibitor tetrafibricin was prepared in 12 steps from propane diol (longest linear sequence). In this approach, 6 C-C bonds are formed via asymmetric iridium catalyzed transfer hydrogenative carbonyl allylation and 2 C=C bonds are formed via Grubbs olefin cross-metathesis.

  DOI：

  10.1021/ol200735r
• 作为产物：
  描述：

  (S)-4-(2-羟乙基)-2,2-二甲基-1,3-二氧戊环 在 正丁基锂 、 叔丁基锂 、 三氧化硫吡啶 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 生成 (2S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-(1,3-dithian-2-yl)propan-2-ol
  参考文献：
  名称：

  C(21)−C(40) of Tetrafibricin via Metal Catalysis: Beyond Stoichiometric Chiral Reagents, Auxiliaries, and Premetalated Nucleophiles

  摘要：

  The C(21)-C(40) fragment of fibrinogen receptor inhibitor tetrafibricin was prepared in 12 steps from propane diol (longest linear sequence). In this approach, 6 C-C bonds are formed via asymmetric iridium catalyzed transfer hydrogenative carbonyl allylation and 2 C=C bonds are formed via Grubbs olefin cross-metathesis.

  DOI：

  10.1021/ol200735r

文献信息

• Sulfanylation of 1,3-dithiane anions by 5-(alkylsulfanyl)-1-phenyltetrazoles
  作者：Venugopal Gudipati、Reena Bajpai、Dennis P. Curran

  DOI：10.1135/cccc2008195

  日期：——

  An unusual reaction between 1,3-dithiane anions and by 5-(alkylsulfanyl)-1-phenyltetrazoles has been discovered in which the dithiane anion formally displaces the 1-phenyltetrazole ring from sulfur to provide a sulfanylated dithiane.

  1,3-二硫代烷基阴离子与5-(烷基硫基)-1-苯基四唑之间发现了一种不寻常的反应，其中二硫代烷基阴离子在形式上将1-苯基四唑环从硫上取代，形成了硫代二硫代基。
• Fluorous Mixture Synthesis of Four Stereoisomers of the C21-C40 Fragment of Tetrafibricin
  作者：Dennis Curran、Kai Zhang

  DOI：10.1055/s-0029-1219376

  日期：2010.3

  Four stereoisomers of the C21-C40 fragment are synthesized in a single exercise with the aid of fluorous tagging to encode configurations at C37 and C33. After demixing and detagging, the isomers were found to have substantially identical (1)H NMR spectra. However, there were some small but reliable differences in their (13)C NMR spectra.

  C21-C40 片段的四种立体异构体在一次练习中合成，借助氟标记在 C37 和 C33 处编码构型。在分层和去标签后，发现异构体具有基本相同的 (1) H NMR 谱。然而，它们的 (13)C NMR 光谱存在一些微小但可靠的差异。