(4S,5S)-2,2-dimethyl-4-(1-methylethyl)-1,3-dioxan-5-amine | 855595-31-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4S,5S)-2,2-dimethyl-4-(1-methylethyl)-1,3-dioxan-5-amine
• 英文别名: (4S,5S)-2,2-dimethyl-4-propan-2-yl-1,3-dioxan-5-amine
• CAS: 855595-31-2
• 化学式: C₉H₁₉NO₂
• 分子量: 173.255
• InChiKey: JJIKLTDLJZEWKB-YUMQZZPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4S,5S)-2,2-dimethyl-4-(1-methylethyl)-1,3-dioxan-5-amine 、 2-(2-溴乙基)苯甲醛 、 四苯硼钠 以 乙醇 为溶剂， 以70%的产率得到(+)-N-[(4S,5S)-4-isopropyl-2,2-dimethyl-1,3-dioxan-5-yl]-3,4-dihydroisoquinolinium tetraphenylborate
  参考文献：
  名称：

  用于不对称环氧化的新型手性亚胺盐催化剂

  摘要：

  一系列对映体纯的 4-取代 5-氨基-1,3 二氧六环已与 2-(2-溴乙基) 苯甲醛缩合以产生手性二氢异喹啉盐，这是用于简单烯烃环氧化的有效不对称催化剂，可得到高达71%。((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)。

  DOI：

  10.1002/ejoc.200500756
• 作为产物：
  描述：

  (S)-tert-butyl 4-((S)-1-hydroxy-2-methylpropyl)-2,2-dimethyloxazolidine-3-carboxylate 在 对甲苯磺酸 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 11.0h， 生成 (4S,5S)-2,2-dimethyl-4-(1-methylethyl)-1,3-dioxan-5-amine
  参考文献：
  名称：

  用于不对称环氧化的新型手性亚胺盐催化剂

  摘要：

  一系列对映体纯的 4-取代 5-氨基-1,3 二氧六环已与 2-(2-溴乙基) 苯甲醛缩合以产生手性二氢异喹啉盐，这是用于简单烯烃环氧化的有效不对称催化剂，可得到高达71%。((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)。

  DOI：

  10.1002/ejoc.200500756

文献信息

• [EN] PROCESS FOR USE IN THE PREPARATION OF OXIRANES FROM ALKENES, AND CATALYSTS FOR USE THEREIN<br/>[FR] PROCEDE DESTINE A ETRE UTILISE DANS LA PREPARATION D'OXYRANES A PARTIR D'ALCENES ET CATALYSEURS UTILISES A CET EFFET
  申请人：AVECIA PHARMACEUTICALS LTD

  公开号：WO2005056543A2

  公开（公告）日：2005-06-23

  There is provided a process for the preparation of oxiranes wherein an optionally substituted alkene is reacted in the presence of a chiral catalyst, an oxidant and an organic solvent characterised in that the oxidant is at least partially soluble in the organic solvent and the oxidant displays low reactivity towards the alkene in the absence of the catalyst. The optionally substituted alkene is preferably an alkene of formula (1): wherein: R1-4 each independently are hydrogen, an optionally substituted aromatic or is saturated hydrocarbyl, an optionally substituted hetrocyclyl, an optionally substituted aromatic or saturated hydrocarbyloxy, an optionally substituted aromatic or saturated hydrocarbylamino, an optionally substituted aromatic or saturated hydrocarbyloxycarbonyl, an optionally substituted aromatic or saturated hydrocarbylaminocarbonyl, nitrile, halide or one or more of R1 & R2, R2 & R3 , R3 & R4 , R1 & R4 optionally being linked in such a way as to form an optionally substituted ring(s). The oxidant is preferably an oxidant of formula (2): A+ HSO5- wherein A+ is a counterion capable of conferring organic solvent solubility. Preferred chiral catalysts of formula (4): wherein: R11 and R12 are each independently an optionally substituted hydrocarbyl group or R11 & R12 are linked in such a way as to form an optionally substituted ring(s); R13 is hydrogen or an optionally substituted hydrocarbyl group; R14 is an optionally substituted hydrocarbyl group; R17 is hydrogen or an optionally substituted hydrocarbyl group; R15 and R16 each independently are hydrogen or an optionally substituted hydrocarbyl group; and 30 X- is a counterion; * is a chiral centre; and *' is a chiral centre when R17 is not hydrogen are provided.
• New Chiral Iminium Salt Catalysts for Asymmetric Epoxidation
  作者：Philip C. Bulman Page、Benjamin R. Buckley、Gerasimos A. Rassias、A. John Blacker

  DOI：10.1002/ejoc.200500756

  日期：2006.2

  range of enantiomerically pure 4-substituted 5-amino-1,3dioxanes has been condensed with 2-(2-bromoethyl)benzaldehyde to produce chiral dihydroisoquinolinium salts, which are effective asymmetric catalysts for the epoxidation of simple alkenes, giving ees of up to 71 %. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).

  一系列对映体纯的 4-取代 5-氨基-1,3 二氧六环已与 2-(2-溴乙基) 苯甲醛缩合以产生手性二氢异喹啉盐，这是用于简单烯烃环氧化的有效不对称催化剂，可得到高达71%。((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)。