((S)-2-Methoxy-1-methyl-ethyl)-[1-phenyl-meth-(E)-ylidene]-amine | 153827-80-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ((S)-2-Methoxy-1-methyl-ethyl)-[1-phenyl-meth-(E)-ylidene]-amine
• CAS: 153827-80-6
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: SYRCSEIGSJECTG-MJWAUXSNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  13.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  ((S)-2-Methoxy-1-methyl-ethyl)-[1-phenyl-meth-(E)-ylidene]-amine 在 盐酸 作用下， 反应 2.0h， 生成 (S)-(+)-1-甲氧基-2-丙胺
  参考文献：
  名称：

  Hiroi, Kunio; Sato, Shuko, Chemical and pharmaceutical bulletin, 1985, vol. 33, # 6, p. 2331 - 2338

  摘要：

  DOI：
• 作为产物：
  描述：

  苯甲醛 、 alkaline earth salt of/the/ methylsulfuric acid 在 aluminum oxide 、 potassium hydride 作用下， 生成 ((S)-2-Methoxy-1-methyl-ethyl)-[1-phenyl-meth-(E)-ylidene]-amine
  参考文献：
  名称：

  影响衍生自氨基醚，氨基醇和氨基酸酯的亚氨基-二烯键异氰酸酯的环加成中立体选择性的因素

  摘要：

  衍生自氨基醚，氨基醇和氨基酯的亚氨基二烯亲和剂与Danishefsky的二烯进行路易斯酸促进的环加成反应。亚胺和氧原子之间的环状螯合增加了反应的立体选择性。

  DOI：

  10.1016/s0040-4039(00)73790-7

文献信息

• Diastereoselective allylation and alkylation of optically active imines with metallic samarium and a catalytic amount of iodine
  作者：Reiko Yanada、Nobuyuki Negoro、Masanori Okaniwa、Toshiro Ibuka

  DOI：10.1016/s0040-4020(99)00854-6

  日期：1999.12

  Barbier-type allylation and alkylation of optically active imines such as N-benzylidenevalinol methyl ether was performed with metallic samarium, a catalytic amount of iodine, and allyl or alkyl halides. This reaction proceeded in a highly diastereoselective manner in THF at room temperature.

  用金属sa，催化量的碘和烯丙基或烷基卤化物进行光学活性的亚胺如N-苄叉亚戊醇甲基醚的Barbier型烯丙基化和烷基化。该反应在室温下以高度非对映选择性的方式进行。
• A new α-selective synthetic equivalent for the crotyl anion in additions to imines
  作者：Johannes Betz、Manfred Heuschmann

  DOI：10.1016/0040-4039(95)00670-8

  日期：1995.6

  Two equivalents of vinylmagnesium bromide add to imines 1 in the presence of cerium trichloride to form homoallylic amines 3 as 2:1-adducts, Z-diastereomers being preferred by a margin of 88:12 to 71:29. Suitable chiral imines 1g-i are transformed to with high diastereoselectivity.

  在三氯化铈存在下，将两当量的乙烯基溴化镁加到亚胺1中，形成2：1加合物形式的均烯丙基胺3，Z-非对映异构体是优选的，边距为88:12至71:29。将合适的手性亚胺1g-i转化为具有高非对映选择性的化合物。
• Diastereoselective Allylation of Optically Active Imines with Metallic Samarium
  作者：Nobuyuki Negoro、Reiko Yanada、Masanori Okaniwa、Kazuo Yanada、Tetsuro Fujita

  DOI：10.1055/s-1998-1818

  日期：1998.8

  Barbier-type allylation of optically active imines such as N-benzylidenevalinol methyl ether was performed with metallic samarium, a catalytic amout of iodine, and allyl bromide. This reaction proceeded in a highly diastereoselective manner in THF at room temperature.

  对光学活性亚胺（如 N-benzylidenevalinol 甲基醚）进行Barbier类型的烯丙基化反应，使用金属钐、催化量的碘和烯丙基溴。该反应在常温下的THF中以高度的非对映选择性进行。
• HIROI, KUNIO;SATO, SHUKO, CHEM. AND PHARM. BULL., 1985, 33, N 6, 2331-2338
  作者：HIROI, KUNIO、SATO, SHUKO

  DOI：——

  日期：——
• PROCESS FOR THE ETHERIFICATION OF AMINO ALCOHOLS AT LOW TEMPERATURES
  申请人：BASF SE

  公开号：US20160176803A1

  公开（公告）日：2016-06-23

  A process for the preparation of the ether of formula I from an amino alcohol of formula II where R 1 and R 2 independently from one another are hydrogen or an alkyl group with 1 to 10 C atoms, R 3 is an alkyl group with 1 to 10 carbon atoms and X is a bond or a hydrocarbon group with 1 to 10 carbon atoms comprising a) protecting the primary amino group in formula II with a protecting agent b) deprotonating the protected amino alcohol obtained in step a) with a deprotonating agent c) alkylation of the anion obtained in step b) with an alkylation agent to give the corresponding ether and finally d) removal of the protecting group getting back the primary amino group and giving the ether of formula I, wherein process step b) is performed at a temperature of at maximum 120° C. and process step c) is performed at a temperature of at maximum 80° C.