allyl succinimidyl carbonate | 80575-23-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: allyl succinimidyl carbonate
• 英文别名: N-(allyloxycarbonyloxy)succinimide；Alloc-succinamide；N-(allyloxycarbonyl)succinimide；prop-2-enyl 2,5-dioxopyrrolidine-1-carboxylate
• CAS: 80575-23-1
• 化学式: C₈H₉NO₄
• 分子量: 183.164
• InChiKey: VLUUWHFPTXYNPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  万古霉素 、 allyl succinimidyl carbonate 在 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Reconstruction of Vancomycin by Chemical Glycosylation of the Pseudoaglycon

  摘要：

  DOI：

  10.1021/ja982414m
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 氯甲酸烯丙酯 在 三乙胺 作用下， 以 乙腈 为溶剂， 以92%的产率得到allyl succinimidyl carbonate
  参考文献：
  名称：

  Synthesis of Penicillin N and Isopenicillin N

  摘要：

  Enantiomeric 2-(N-allyloxycarbonyl)aminoadipic acid 1-allyl esters were obtained from the corresponding 2-(N-trityl)aminoadipic acid diallyl esters following selective hydrolysis of the allyl 6-ester group and subsequent exchange of the trityl group by the allyloxycarbonyl function. The resulting monoacids were used to acylate 6-aminopenicillanic acid allyl ester using a carbodiimide-mediated coupling. The products, the L- and D-isomers of 6-[6-(2-(N-allyloxycarbonyl) aminoadipyl)]aminopenicillanic acid diallyl ester were deprotected in one step by catalytic allyl transfer using tetrakis-(triphenylphosphine)palladium(0) to afford isopenicillin N and penicillin N, respectively. The presented straightforward route to penicillin N and isopenicillin N is uniquely compatible with the sensitive nature of the condensation products and gives entry to a new and high yielding procedure that is superior to existing approaches. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00673-6

文献信息

• Facile solid phase synthesis of 1,2-disubstituted-6-nitro-1,4-dihydroquinazolines using a tetrafunctional scaffold
  作者：Xiaobing Wang、Aimin Song、Seth Dixon、Mark J. Kurth、Kit S. Lam

  DOI：10.1016/j.tetlet.2004.11.095

  日期：2005.1

  Solid phase synthesis of 1, 2-disubstituted-6-nitro-1,4-dihydroquinazolines is described. The new tetrafunctional scaffold N-Alloc-3-amino-3-(2-fluoro-5-nitrophenyl)propionic acid was prepared by nitration of 3-amino-3-(2-fluorophenyl)propionic acid. The scaffold was anchored to Rink resin via its carboxylic group and treated with primary amines to displace the arylfluorine followed by cyclization

  描述了1，2-二取代的6-硝基-1，4-二氢喹唑啉的固相合成。通过硝化3-氨基-3-（2-氟苯基）丙酸制备了新的四官能支架N -Alloc-3-氨基-3-（2-氟-5-硝基苯基）丙酸。支架通过其羧基固定在Rink树脂上，并用伯胺处理以取代芳基氟，然后在DIC存在下，在Alloc脱保护的情况下在DIC存在下用芳基异硫氰酸酯环化，得到1,2-二取代-6-硝基-1,4-高产二氢喹唑啉。
• <i>N</i>-Allylation <i>versus C</i>-allylation of intermediates from aza-Michael adducts of arylideneisoxazol-5-ones
  作者：Shu-Hao Wan、Xuan-An Li、Yi-Hung Liu、Shiuh-Tzung Liu

  DOI：10.1039/d0ob01998d

  日期：——

  Reactions of arylidene-isoxazol-5-ones with intermediates from palladium-catalysed decarboxylation of allyl carbamates proceeded through aza-Michael addition and N-allylation to give the corresponding bis-adducts, β-amido-N-allylated products, in good yields. In similar reactions with 4-vinyl-1,4-dihydro-2H-3,1-benzoxazin-2-one, a cyclic allyl carbamate, C-allylation took place to yield a series of

  亚芳基-异恶唑-5-酮与钯催化的烯丙基氨基甲酸酯脱羧中间体的反应通过氮杂迈克尔加成和N-烯丙基化得到相应的双加合物，即β-酰胺基-N-烯丙基化产物，收率良好。在与环状氨基甲酸烯丙酯 4-vinyl-1,4-dihydro-2 H -3,1-benzoxazin-2-one 的类似反应中，发生C-烯丙基化，生成一系列螺[isoxazole-4,3' -quinolin]-5-ones 的高产率。区域选择性N -与 C -烯丙基化发生在分子内时尚。这些产品的结构和立体化学由 NMR 光谱确定，并通过 X 射线晶体学进一步证实。这项工作为制备各种取代的异恶唑-5-酮提供了一种极好的方法。
• ELECTROLYTE FOR LITHIUM SECONDARY BATTERY, AND LITHIUM SECONDARY BATTERY COMPRISING SAME
  申请人：LG ENERGY SOLUTION, LTD.

  公开号：EP3879617A1

  公开（公告）日：2021-09-15

  The present invention relates to an electrolyte for a lithium secondary battery, and a lithium secondary battery comprising same, the electrolyte comprising: lithium salt; an additive including a compound represented by chemical formula 1; and an organic solvent.

  本发明涉及一种用于锂二次电池的电解液，以及由该电解液组成的锂二次电池，该电解液包括：锂盐；一种添加剂，包括由化学式 1 表示的化合物；以及一种有机溶剂。
• WO2021026520A5
  申请人：——

  公开号：WO2021026520A5

  公开（公告）日：2023-08-14
• The Structural Basis for Induction of VanB Resistance
  作者：Steven D. Dong、Markus Oberthür、Heather C. Losey、John W. Anderson、Ulrike S. Eggert、Mark W. Peczuh、Christopher T. Walsh、Daniel Kahne

  DOI：10.1021/ja026342h

  日期：2002.8.1

  Because teicoplanin and vancomycin are the last line of defense for many bacterial infections, the emergence of resistance to glycopeptide antibiotics in enterococci and streptococci has aroused concern. Despite their similarity in terms of structure and mechanism of action, vancomycin induces the expression of genes that leads to bacterial resistance, and teicoplanin does not. We have used a combination of chemical and enzymatic methods to produce sets of vancomycin and teicoplanin analogues that allow us to consider whether the aglycon, the carbohydrate, or other parts of these molecules stimulate VanB resistance. We show that the teicoplanin and vancomycin aglycons are the structural elements that lead to induction of resistance. We think that lipid-containing analogues of vancomycin, like teicoplanin itself, circumvent resistance because the lipid chain changes the periplasmic distribution of the glycopeptide and, therefore, changes the biosynthetic step that it blocks.