(2E)-3-(2,2-二甲基-1,3-二氧戊环-4-基)丙烯醛 | 103773-42-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (2E)-3-(2,2-二甲基-1,3-二氧戊环-4-基)丙烯醛
• 英文名称: 4,5-O-isopropylidene-2-pentenal
• 英文别名: (E)-3-(2,2-Dimethyl-1,3-dioxolan-4-yl)prop-2-enal
• CAS: 103773-42-8
• 化学式: C₈H₁₂O₃
• 分子量: 156.181
• InChiKey: WVXUAVWQSVCSQF-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2E)-3-(2,2-二甲基-1,3-二氧戊环-4-基)丙烯醛 在 对甲苯磺酸 、 N,N-二异丙基乙胺 、 乙腈 作用下， 以 二氯甲烷 、 水 、 甲苯 为溶剂， 生成 (2E,4E)-6-Hydroxy-7-methoxymethoxy-2-methyl-hepta-2,4-dienoic acid ethyl ester
  参考文献：
  名称：

  Synthesis of the upper spirotetronic acid fragment of kijanolide

  摘要：

  DOI：

  10.1021/jo00227a040
• 作为产物：
  描述：

  (2-oxoethyl)triphenylarsonium bromide 、 2,2-二甲基-1,3-二氧戊环-4-甲醛 在 水 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.0h， 以91%的产率得到(2E)-3-(2,2-二甲基-1,3-二氧戊环-4-基)丙烯醛
  参考文献：
  名称：

  Facile formylolefination of aldehydes by means of arsonium salt

  摘要：

  DOI：

  10.1016/s0040-4039(00)99023-3

文献信息

• REAGENT FOR MASS SPECTROMETRY
  申请人：Roche Diagnostics Operations, Inc.

  公开号：US20200041470A1

  公开（公告）日：2020-02-06

  The present invention relates to reagents suitable in the mass spectrometric determination of analyte molecules such as carbohydrates as well as adducts of such reagents and analyte molecules and applications of said reagents and adducts. Further, the present invention relates to methods for the mass spectrometric determination of analyte molecules.

  本发明涉及适用于质谱测定分析物分子（如碳水化合物）以及该类试剂和分析物分子的加合物的试剂，并涉及所述试剂和加合物的应用。此外，本发明涉及用于质谱测定分析物分子的方法。
• Oxidatively Truncated Docosahexaenoate Phospholipids:  Total Synthesis, Generation, and Peptide Adduction Chemistry
  作者：Xiaorong Gu、Mingjiang Sun、Bogdan Gugiu、Stanley Hazen、John W. Crabb、Robert G. Salomon

  DOI：10.1021/jo026721t

  日期：2003.5.1

  The recent immunological detection of extraordinarily high levels of carboxyethylpyrrole (CEP) modifications of proteins from the retinas of individuals with age-related macular degeneration provided presumptive evidence for the involvement of docosahexaenoate-derived oxidatively truncated phospholipids in retinal pathology. To facilitate the in vivo detection and characterization of the chemistry and biological activities of these postulated naturally occurring molecules, a family of oxidatively truncated phospholipids was prepared by total syntheses. Their formation in oxidation reactions of a docosahexaenoate ester of 2-lysophosphatidylcholine (DHA-PC) was also demonstrated. Free radical-induced oxidative cleavage of DHA-PC promoted by myeloperoxidase or copper ions generates similar mixtures of these phospholipids. The most abundant products were 1-palmitoyl-2-succinoyl-sn-glycero-3-phosphatidylcholine (4.7%) and 2-(6-carboxy-4-oxohex-5-enoyl)-1-palmitoylsn-glycero-3-phosphatidylcholine (1.7%). Both of these oxidatively truncated phospholipids are homologues of biologically active arachidonate-derived phospholipids. A minor product from DHA-PC, 2-(4-hydroxy-7-oxohept-5-enoyl)-1-palmitoyl-sn-glycero-3-phosphatidylcholine (0.4% yield), reacted with the 6-amino group of a peptide lysyl residue to produce a CEP derivative in 0.7% yield. These observations support the previous conclusion, based on immunological evidence, that CEPs are generated by the reaction of an oxidatively truncated phospholipid with proteins in the retina and further indicate that CEP protein modifications probably represent only a tiny fraction of the products generated upon oxidative damage of DHA-PC in photoreceptor disk membranes.
• HUANG, YAOZENG;SHI, LILAN;YANG, JIANHUA, TETRAHEDRON LETT., 1985, 26, N 52, 6447-6448
  作者：HUANG, YAOZENG、SHI, LILAN、YANG, JIANHUA

  DOI：——

  日期：——
• TAMURA YASUMITSU; YAKURA TAKAYUKI; TERASHI HIROAKI; HARUTA JUN-ICHI; KITA+, CHEM. AND PHARM. BULL., 35,(1987) N 2, 570-577
  作者：TAMURA YASUMITSU、 YAKURA TAKAYUKI、 TERASHI HIROAKI、 HARUTA JUN-ICHI、 KITA+

  DOI：——

  日期：——
• KEI, TAKEDA;YANO, SHIN-GO;MASA-AKI, SATO;ELICHO, YOSHII, J. ORG. CHEM., 52,(1987) N 18, 4135-4137
  作者：KEI, TAKEDA、YANO, SHIN-GO、MASA-AKI, SATO、ELICHO, YOSHII

  DOI：——

  日期：——