(S)-1-<1,3>-dithian-2-yl-ethane-1,2-diol | 80564-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二噻烷
• 英文名称: (S)-1-<1,3>-dithian-2-yl-ethane-1,2-diol
• 英文别名: (1S)-1-(1,3-dithian-2-yl)ethane-1,2-diol
• CAS: 80564-90-5
• 化学式: C₆H₁₂O₂S₂
• 分子量: 180.292
• InChiKey: FISJGXZFUMSECM-YFKPBYRVSA-N

物化性质

• 沸点：
  378.6±27.0 °C(Predicted)
• 密度：
  1.325±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  91.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-hydroxyacetyl-1,3-dithiane 反应 120.0h， 以28%的产率得到(S)-1-<1,3>-dithian-2-yl-ethane-1,2-diol
  参考文献：
  名称：

  高光学纯度的多种保护的L-甘油醛的微生物合成

  摘要：

  已经通过涉及以下步骤的对映体选择性地合成了各种保护的L-甘油醛：该序列包括用乙醇酸衍生物酰化甲酰胺根当量，然后由面包酵母介导的所得酮的还原。

  DOI：

  10.1016/s0040-4039(00)84846-7

文献信息

• Diastereoselective addition of metal-coordinated and ‘naked’ tri-sec-butylborohydrides to a norephedrine-derived 2-acetyloxazolidine
  作者：Leonardo Manzoni、Tullio Pilati、Giovanni Poli、Carlo Scolastico

  DOI：10.1039/c39920001027

  日期：——

  The addition of tri-sec-butylborohydrides to the 2-acetyl-1,3-oxazolidine 1 can be directed with high selectivity to either the Si or the Reπ-carbonyl face under chelating or non-coordinating conditions, respectively.

  在螯合或非配位条件下，将三仲丁基硼氢化物加成到 2-乙酰基-1,3-恶唑烷 1 上，可以分别高选择性地定向到 Si 或 Re-羰基面。
• Molybdenum pentachloride (MoCl5) or molybdenum dichloride dioxide (MoO2Cl2): advanced catalysts for thioacetalization of heterocyclic, aromatic and aliphatic compounds
  作者：Shyamaprosad Goswami、Annada C. Maity

  DOI：10.1016/j.tetlet.2008.03.048

  日期：2008.5

  A new, convenient and mild method for thioacetalization of heterocyclic, aromatic and aliphatic compounds catalyzed by MoCl(5) or MoO(2)Cl(2) is described. This novel method is important for the synthesis of the difficult to prepare heterocyclic thioacetals such as the pterin thioacetals and it offers significant advantages such as high conversion, short reaction times and simplicity in operation. (C) 2008 Elsevier Ltd. All rights reserved.
• Diastereoselective addition of metal-coordinated and “naked” nucleophilic reagents to norephedrine derived 2-acyl-N-tosyl-oxazolidines
  作者：Giovanni Poli、Elisa Maccagni、Leonardo Manzoni、Tullio Pilati、Carlo Scolastico

  DOI：10.1016/s0040-4020(96)01087-3

  日期：1997.2

  The addition of tri-s-butyl borohydrides to the 2-acetyl-1,3-oxazolidine 1 could be directed with high selectivity to either the Si or the Re pi-carbonyl face under chelating or non-coordinating conditions respectively. Addition of hydrides to the corresponding phenyl ketone 2 was highly Si selective only in the former conditions. Grignard reagents and organolithiums add to the methyl ketone 1 with remarkable Si and Re pi-face selectivity respectively. With phenyl ketone 2 only organomagnesium reagents follow the above trend. This data are in accord with a Felkin-type or a stereochemically opposite chelaled mode of addition of these nucleophiles in the absence or in the presence of chelating metal counterions respectively. (C) 1997, Published by Elsevier Science Ltd.
• GUANTI G.; BARIFI L.; NARISANO E., TETRAHEDRON LETT., 27,(1986) N 30, 3547-3550
  作者：GUANTI G.、 BARIFI L.、 NARISANO E.

  DOI：——

  日期：——
• Microbiological synthesis of variously protected L-glyceraldehydes in high optical purity
  作者：Giuseppe Guanti、Luca Banfi、Enrica Narisano

  DOI：10.1016/s0040-4039(00)84846-7

  日期：1986.1

  Variously protected L-glyceraldehydes have been enantioselectively synthesized through a sequence involving acylation of formylanion equivalents with glycolic acid derivatives followed by baker's yeast mediated reduction of the resulting ketones.

  已经通过涉及以下步骤的对映体选择性地合成了各种保护的L-甘油醛：该序列包括用乙醇酸衍生物酰化甲酰胺根当量，然后由面包酵母介导的所得酮的还原。