神经酰胺,1-O-[O-(N-乙酰基-a-神经氨基亚酰)-(2&reg3)-O-b-D-吡喃半乳糖基-(1&reg3)-O-2-(乙酰基氨基)-2-脱氧-b-D-吡喃葡萄糖基-(1&reg3)-O-b-D-吡喃半乳糖基-(1&reg4)-b-D-吡喃葡萄糖基]- | 94247-76-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 神经酰胺,1-O-[O-(N-乙酰基-a-神经氨基亚酰)-(2&ampreg3)-O-b-D-吡喃半乳糖基-(1&ampreg3)-O-2-(乙酰基氨基)-2-脱氧-b-D-吡喃葡萄糖基-(1&ampreg3)-O-b-D-吡喃半乳糖基-(1&ampreg4)-b-D-吡喃葡萄糖基]-
• 中文别名: 2,2-二甲基己酸乙酯
• 英文名称: ethyl 2,2-dimethyl-hexanoate
• 英文别名: ethyl α,α-dimethylcaproate；2,2-Dimethylhexansaeure-aethylester；ethyl 2,2-dimethylhexanoate；2,2-dimethylhexanoate；2,2-dimethyl-hexanoic acid ethyl ester；2,2-Dimethyl-hexansaeure-aethylester；Ethyl dimethylhexanoate
• CAS: 94247-76-4
• 化学式: C₁₀H₂₀O₂
• mdl: MFCD11555077
• 分子量: 172.268
• InChiKey: LFKWULYOKKJLPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 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：

  神经酰胺,1-O-[O-(N-乙酰基-a-神经氨基亚酰)-(2&reg3)-O-b-D-吡喃半乳糖基-(1&reg3)-O-2-(乙酰基氨基)-2-脱氧-b-D-吡喃葡萄糖基-(1&reg3)-O-b-D-吡喃半乳糖基-(1&reg4)-b-D-吡喃葡萄糖基]- 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 2,2-二甲基-1-己醇
  参考文献：
  名称：

  Convincing Evidence, Not Involving Cyclizable Radical Probes, That the Reaction of LiAlH₄ with Hindered Alkyl Iodides Proceeds Predominantly by a Single Electron Transfer Pathway^,

  摘要：

  Previous workers have maintained that evidence for the radical nature of the reaction of LiAlH4 with sterically hindered alkyl iodides is due to radical initiation by impurities followed by a halogen atom radical chain process involving the cyclizable alkyl iodide probe and that the reduction of the C-I bond actually proceeds by an S(N)2 pathway. In order to resolve the validity of this explanation, 1-iodo-2,2-dimethylhexane (the saturated counterpart of the cyclizable probe), which is not capable of this halogen atom radical chain process, was allowed to react with LiAlD4. The reduction product, 2,2-dimethylhexane, contained only 4-76% deuterium depending on the conditions of the reaction. This result is consistent with the reaction proceeding by a SET process via a radical intermediate and is inconsistent with an S(N)2 pathway. We have determined the influence of the nature of the reaction on the type of reactor surface (Pyrex, Teflon, stainless steel, and quartz) used in the reaction. We have also studied the influence of AlD3 (a byproduct in the reduction) in the mechanistic evaluation of this reaction.

  DOI：

  10.1021/jo961651+
• 作为产物：
  描述：

  ethyl 2,2-dimethyl-5,6,6-trichlorohex-3-yn-5-enoate 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 三乙胺 为溶剂， 生成 神经酰胺,1-O-[O-(N-乙酰基-a-神经氨基亚酰)-(2&reg3)-O-b-D-吡喃半乳糖基-(1&reg3)-O-2-(乙酰基氨基)-2-脱氧-b-D-吡喃葡萄糖基-(1&reg3)-O-b-D-吡喃半乳糖基-(1&reg4)-b-D-吡喃葡萄糖基]-
  参考文献：
  名称：

  氯乙炔作为迈克尔受体。3. 烯醇与卤代烯烃和氯乙炔的反应机理及合成效用

  摘要：

  缩合 d'enolates（例如 l'enolate de Li de la dimethyl-2,6 cyclohexene-2one） avec le trichloroethylene, d'autres ethylenes polyhalogenes et le perchlorobutadiene-1,3。机制。全氯丁烯的内酯化作用。氯乙炔缩合

  DOI：

  10.1021/ja00324a025

文献信息

• Synthese von aromatischen Verbindungen mit einer prostaglandin-ähnlichen Struktur
  作者：Frank Kienzle、Rudolf E. Minder

  DOI：10.1002/hlca.19800630612

  日期：1980.9.17

  Synthesis of Aromatic Compounds with a Prostaglandin-like Structure

  具有前列腺素样结构的芳香化合物的合成
• Prostaglandins E and anti-ulcers containing same
  申请人：K.K. Ueno Seiyaku Oyo Kenkyujo

  公开号：US05166174A1

  公开（公告）日：1992-11-24

  The novel 13,14-dihydro-15-keto prostaglandins E of the invention have remarkable preventive effects against ulcers. Further, the novel 13,14-dihydro-15-keto-prostaglandins E of the invention have an advantage that they have none of side effects which prostaglandin E intrinsically has, or can remarakably reduce such effects of the prostaglandin E. Therefore, the novel 13,14-dihydro-15-keto prostaglandins E of the invention are effective for animal and human use for treatment and prevention of ulcers, such as duodenal ulcer and gastric ulcer.

  这项发明的新型13,14-二氢-15-酮前列腺素E具有显著的预防溃疡作用。此外，这项发明的新型13,14-二氢-15-酮前列腺素E具有一个优势，即它们没有前列腺素E固有的任何副作用，或者可以显著减少前列腺素E的这些副作用。因此，这项发明的新型13,14-二氢-15-酮前列腺素E对于动物和人类用于治疗和预防溃疡，如十二指肠溃疡和胃溃疡，具有有效性。
• Palladium-Catalyzed Arylation of Unactivated γ-Methylene C(sp³)H and δ-CH Bonds with an Oxazoline-Carboxylate Auxiliary
  作者：Peng-Xiang Ling、Sheng-Long Fang、Xue-Song Yin、Kai Chen、Bo-Zheng Sun、Bing-Feng Shi

  DOI：10.1002/chem.201502621

  日期：2015.11.23

  A palladium‐catalyzed arylation of unactivated γ‐methylene C(sp3)H and remote δ‐CH bonds by using an oxazoline‐carboxylate directing group has been developed. Arylation occurs with a broad substrate scope and high tolerance of functional groups (i.e., halogen, nitro, cyano, ether, trifluoromethyl, amine, and ester). The oxazoline‐type auxiliary can be removed under acidic conditions.

  未活化的γ的钯-催化的芳基化-亚甲基C（SP 3） H和远程δ-C  H键通过使用恶唑啉甲酸甲酯定向基团已被开发。在广泛的底物范围和对官能团（即卤素，硝基，氰基，醚，三氟甲基，胺和酯）的高耐受性下发生丙烯酸化。可以在酸性条件下除去恶唑啉型助剂。
• Enolates d'esters
  作者：Jean Villieras、Pierre Perriot、Monique Bourgain、Jean-F. Normant

  DOI：10.1016/s0022-328x(00)88579-4

  日期：1975.12

  yields (80–90%). Their reactivity has been tested toward various electrophiles. It illustrates the wide scope of synthetic utility of these reagents (alkylation with primary and secondary alkyl bromides, hydroxy alkylation, acylation) and provides new routes to esters and α-chloroesters.

  锂在0至-5°C下于THF中的α，α-二氯酸酯和α，α-二取代的α-单卤代酸酯上反应，导致相应Reformatsky试剂的硫代类似物形成，收率很高（80-90％）。它们的反应性已针对各种亲电子试剂进行了测试。它说明了这些试剂的广泛合成用途（与伯烷基和仲烷基溴的烷基化，羟烷基化，酰化），并提供了制备酯和α-氯代酯的新途径。
• CIS-4,5-Didehydro-15- or 16-alkylated 11-deoxy-PGE.sub.1 analogs
  申请人：The Upjohn Company

  公开号：US03987072A1

  公开（公告）日：1976-10-19

  This invention relates to a group of cis-4,5-didehydro-11-deoxy-PG.sub.1 analogs having variable chain length, optional methyl substitution in the methyl-terminated side-chain, and processes for making them. These compounds are useful for a variety of pharmacological purposes, including ulcer treatment, inhibition of platelet aggregation, increase of nasal patency, and labor induction at term.

  这项发明涉及一组具有可变链长、在甲基端链中可选择性甲基取代的顺式-4,5-二脱氢-11-脱氧-PG.sub.1类似物，以及制备它们的方法。这些化合物可用于各种药理目的，包括溃疡治疗、抑制血小板聚集、增加鼻腔通畅以及妊娠晚期诱导分娩。