7-(N-phenylaminooxy)-1,4-dioxa-spiro[4.5]decan-8-one | 844638-47-7

• 分子结构分类: 有机化合物 - 苯类化合物 - N-苯基羟胺
• 英文名称: 7-(N-phenylaminooxy)-1,4-dioxa-spiro[4.5]decan-8-one
• 英文别名: (S)-7-anilinooxy-1,4-dioxaspiro[4.5]decane-8-on；(S)-7-[(Phenylamino)oxy]-1,4-dioxaspiro[4.5]decan-8-one；(7S)-7-anilinooxy-1,4-dioxaspiro[4.5]decan-8-one
• CAS: 844638-47-7
• 化学式: C₁₄H₁₇NO₄
• 分子量: 263.293
• InChiKey: KAVBTTIIAFQRLE-ZDUSSCGKSA-N

物化性质

• 沸点：
  410.0±55.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-(N-phenylaminooxy)-1,4-dioxa-spiro[4.5]decan-8-one 在 copper(ll) sulfate pentahydrate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 (S)-8-oxo-1,4-dioxaspiro[4.5]decan-7-yl benzoate
  参考文献：
  名称：

  Jervine 收敛、不对称合成的进展。

  摘要：

  提出了对映选择性合成藜芦生物碱 jervine 的聚合方法的进展。这两个必需的片段是由经济且容易获得的试剂立体选择性且有效地形成的。关键反应包括 (a) 高度非对映选择性的 Ireland-Claisen 重排，以在四氢呋喃 E 环上的胺和甲基之间建立必要的顺式关系； (b) 非对映选择性硒醚化反应，使 D/E oxaspiro[4.5]癸烯能够组装成所需的构型； (c) 丰富的非手性二醇在生成关键四碳结构单元的过程中进行酶促去对称化，作为受保护的罗氏酯还原的实用替代方案。

  DOI：

  10.1021/acs.orglett.0c00972
• 作为产物：
  描述：

  1,4-环己二酮单乙二醇缩酮 、 亚硝基苯 在 5-(pyrrolidin-2-yl)-1H-tetrazole 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 生成 7-(N-phenylaminooxy)-1,4-dioxa-spiro[4.5]decan-8-one
  参考文献：
  名称：

  A highly selective, organocatalytic route to chiral 1,2-oxazines from ketones

  摘要：

  报告采用有机催化不对称反应顺序，从非手性酮类起始材料中获得手性 1,2-oxazines ，该反应以中等至良好的产率和出色的对映选择性进行。

  DOI：

  10.1039/b606338a

文献信息

• Total Synthesis of the Potent and Broad-Spectrum Antibiotics Amycolamicin and Kibdelomycin
  作者：Shaoqiang Yang、Chenglong Chen、Jie Chen、Chao Li

  DOI：10.1021/jacs.1c11477

  日期：2021.12.22

  complex and intriguing structures of the antibiotics amycolamicin and kibdelomycin are herein confirmed through total synthesis. Careful titration of the synthetic products reveals that kibdelomycin is the salt form of amycolamicin. This synthesis employs a highly convergent strategy, which provides a modular approach for further SAR studies of this class of antibiotics.

  本文通过全合成证实了抗生素支链霉素和基德洛霉素的复杂而有趣的结构。对合成产物的仔细滴定表明，kibdelomycin 是 ammycolamicin 的盐形式。该合成采用高度收敛的策略，为进一步研究此类抗生素的 SAR 提供了模块化方法。
• OPTICALLY ACTIVE ALPHA-AMINOOXYKETONE DERIVATIVES AND PROCESS FOR PRODUCTION THEREOF
  申请人：Tokyo University of Science

  公开号：EP1661885A1

  公开（公告）日：2006-05-31

  The corresponding α-aminooxy ketone is manufactured with a high yield and a high enantioselectivity. A manufacturing method for an optically active α-aminooxy ketone derivative expressed by formula (1), wherein a ketone expressed by formula (2) is caused to react with a nitroso compound expressed by formula (3) in the presence of a proline derivative expressed by formula (4). In the formula, R1 and R2 respectively denote an alkyl, alkenyl or alkynyl group, and R1 and R2 may be linked to form a ring. R3 denotes an aryl, heterocyclic, alkyl, alkenyl or alkynyl group. A denotes a hydrogen atom, alkoxy group, aryloxy group, acyloxy group or silyloxy group which may have a substituent.

  相应的α-氨基酮的制造具有高产率和高对映选择性。一种具有光学活性的α-氨基酮衍生物的制造方法，其中式(1)表示的酮与式(3)表示的亚硝基化合物在式(4)表示的脯氨酸衍生物存在下发生反应。 式中，R1 和 R2 分别表示烷基、烯基或炔基，R1 和 R2 可连接成环。R3 表示芳基、杂环基、烷基、烯基或炔基。A 表示氢原子、烷氧基、芳氧基、酰氧基或硅氧基，可带有取代基。
• EP1661885
  申请人：——

  公开号：——

  公开（公告）日：——
• Brønsted Acid Catalysis of Achiral Enamine for Regio- and Enantioselective Nitroso Aldol Synthesis
  作者：Norie Momiyama、Hisashi Yamamoto

  DOI：10.1021/ja0444637

  日期：2005.2.1

  Two types of chiral Brønsted acid catalysts have been shown to catalyze regio- and enantioselective nitroso aldol synthesis between nitrosobenzene and achiral enamine. The combination of Brønsted acidity and amine moiety of enamine realizes complete regioselectivity with high enantioselectivity. After a survey of Brønsted acid catalysts, 1-naphthyl glycolic acid is found to be optimal in the O-nitroso aldol pathway, while 1-naphthyl TADDOL is the best catalyst for the N-nitroso aldol pathway. This is based on our finding on the control of regioselectivity by changing the amine moiety of enamine and the choice of Brønsted acidity.
• Optically active alpha-aminooxyketone derivatives and process for production thereof
  申请人：Hayashi Yujiro

  公开号：US20060293525A1

  公开（公告）日：2006-12-28

  The corresponding α-aminooxy ketone is manufactured with a high yield and a high enantioselectivity. A manufacturing method for an optically active α-aminooxy ketone derivative expressed by formula (1), wherein a ketone expressed by formula (2) is caused to react with a nitroso compound expressed by formula (3) in the presence of a proline derivative expressed by formula (4). In the formula, R 1 and R 2 respectively denote an alkyl, alkenyl or alkynyl group, and R 1 and R 2 may be linked to form a ring. R 3 denotes an aryl, heterocyclic, alkyl, alkenyl or alkynyl group. A denotes a hydrogen atom, alkoxy group, aryloxy group, acyloxy group or silyloxy group which may have a substituent.