1,3-diethyl 2-heptylidenepropanedioate | 51615-31-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1,3-diethyl 2-heptylidenepropanedioate
• 英文别名: heptylidene-malonic acid diethyl ester；Octen-(1)-dicarbonsaeure-(1.1)-diaethylester；Heptyliden-malonsaeure-diaethylester；diethyl heptylidenepropanedioate；2-Ethoxycarbonyl-nonen-2-saeure-ethylester；Monoheptyliden-malonsaeure-diethylester；Diethyl 2-heptylidenepropanedioate
• CAS: 51615-31-7
• 化学式: C₁₄H₂₄O₄
• 分子量: 256.342
• InChiKey: PHTWTKAHOJRDME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2917190090

反应信息

• 作为反应物：
  描述：

  1,3-diethyl 2-heptylidenepropanedioate 在 palladium on activated charcoal 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 氢气 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 乙醚 、 乙醇 、 正己烷 、 二氯甲烷 、 水 、 异丙醇 为溶剂， 反应 25.67h， 生成 Acetic acid (R)-2-hydroxymethyl-nonyl ester
  参考文献：
  名称：

  Chemoenzymic preparation of asymmetrized tris(hydroxymethyl)methane (THYM*) and of asymmetrized bis(hydroxymethyl)acetaldehyde (BHYMA*) as new highly versatile chiral building blocks

  摘要：

  A series of asymmetrized tris(hydroxymethyl)methanes 2 and bis(hydroxymethyl)acetaldehydes 3 have been prepared in both enantiomeric forms through a chemoenzymatic methodology. The key step is the highly enantioselective PPL-catalyzed monohydrolysis of 2(E)-alkenyl-1,3-diacetoxypropanes 25-27. A careful study on the effect of unsaturations adjacent to the prochiral center in a series of 2-substituted 1,3-diacetoxypropanes has confirmed the suggested beneficial effect of a pi-system in that position but has also unveiled an unprecedented dramatic effect of double-bond configuration on enantioselectivity. A new empirical model for the interpretation of these and other results, based both on polarity and steric arguments, is proposed. This study provides a general protocol for the efficient synthesis of asymmetrized 1,3-propanediols bearing in position 2 saturated or unsaturated carbon chains.

  DOI：

  10.1021/jo00031a039
• 作为产物：
  描述：

  庚醛 、 丙二酸二乙酯 在 哌啶 作用下， 生成 1,3-diethyl 2-heptylidenepropanedioate
  参考文献：
  名称：

  Alkylation of Acetoacetic, Malonic and Succinic Esters

  摘要：

  DOI：

  10.1021/ja01326a062

文献信息

• Active Base Hybrid Organosilica Materials based on Pyrrolidine Builder Units for Fine Chemicals Production
  作者：Sebastián Llopis、Alexandra Velty、Urbano Díaz

  DOI：10.1002/cctc.202101031

  日期：2021.12.7

  high catalytic activity performance, stability and recyclability of “pyrrolidine type” fragments included in mesoporous silica for the preparation of α,β-unsaturated compounds through base-catalyzed reactions such as Knoevenagel, Claisen-Schmidt and Henry reactions under microwave irradiation, contributing to the development of sustainable process, was reported.

  混合催化剂：介孔二氧化硅中包含的“吡咯烷型”片段的高催化活性、稳定性和可回收性，用于在微波辐射下通过碱催化反应（如 Knoevenagel、Claisen-Schmidt 和 Henry 反应）制备 α,β-不饱和化合物，有助于可持续过程的发展，被报道。
• Mechanism for Photodecomposition of Naphtho[1,8-de][1,3] dithiin-1-bis(ethoxycarbonyl)methylides
  作者：Takayoshi Fujii、Hirochika Sakuragi、Naomichi Furukawa

  DOI：10.1016/0040-4039(95)01702-j

  日期：1995.10

  Naphtho[1,8-de][1,3]dithiin-1-bis(ethoxycarbonyl)mcthylides (3) were prepared by the reaction of naphtho[1,8-de]dithiins with dicthyl diazomalonate in the presence of copper acetylacetonate. The sulfonium ylides 3 underwent photo-rearrangement giving olefins 5 quantitatively together with naphthalene-1,8-dithiole.

  萘并[1,8- de ] [1,3]二噻吩-1-双（乙氧羰基）甲基胸苷（3）是通过在乙酰丙酮铜的存在下萘并[1,8- de ]二硫辛酸与重氮丙二酸二乙酯反应制得的。对的酰基化物3进行光重排，定量地得到烯烃5以及萘-1，8-二硫醇。
• Esters of 3-substituted-2-(aminocarbonyl)oxiranecarboxylic acids as
  申请人：Shell Oil Company

  公开号：US04235923A1

  公开（公告）日：1980-11-25

  Esters of 3-substituted-2-(aminocarbonyl)oxiranecarboxylic acids inhibit lipogenesis in mammals.

  3-取代-2-(氨基甲酰基)环氧丙烷羧酸的酯类化合物抑制哺乳动物的脂肪生成。
• Tellurium-Assisted Cyclopropanation and Alkylidenation of α,β-Unsaturated Carbonyl Compounds with Dibromomalonic Esters
  作者：Toshiaki Matsuki、Nan Xing Hu、Yoshio Aso、Tetsuo Otsubo、Fumio Ogura

  DOI：10.1246/bcsj.62.2105

  日期：1989.6

  Dibutyl telluride assists cyclopropanation of α,β-unsaturated ketone, ester, and nitrile with dibromomalonic esters without solvent at room temperature. In addition, it effects alkylidenation of aldehydes including α,β-unsaturated aldehyde with the same reagent.

  在室温下，二丁基碲化物有助于 α,β-不饱和酮、酯和腈与二溴丙二酸酯的环丙烷化反应。此外，它还可以用相同的试剂进行醛的烷基化，包括α，β-不饱和醛。
• Highly stereoselective synthesis of vinyl and ethynylcyclopropane 1,1-dicarboxylic esters via semi-stabilized telluronium ylides
  作者：Yong Tang、Zheng-Fa Chi、Yao-Zeng Huang、Li-Xin Dai、Yi-Hua Yu

  DOI：10.1016/0040-4020(96)00427-9

  日期：1996.6

  ethynylcyclo-propane 1,1-dicarboxylic esters conveniently synthesized by the reaction of allylic diisobutyltelluronium ylides with alkylidene or arylmethy-lidene malonic esters with high yields and high stereoselectivity. The effects of the reaction media and bases used to produce the ylides on the stereoselectivity are studied.

  高度电子缺陷的乙烯基和乙炔基环丙烷1,1-二羧酸酯，可通过烯丙基二异丁基碲化钌与亚烷基或芳基甲基亚芳基丙二酸酯反应以高收率和高立体选择性方便地合成。研究了反应介质和用于制备酰化物的碱对立体选择性的影响。