2-diethylamino-1-phenyl-ethanone; hydrochloride | 70964-44-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-diethylamino-1-phenyl-ethanone; hydrochloride
• 英文别名: 2-Diaethylamino-1-phenyl-aethanon; Hydrochlorid；N,N-diethylphenacylamine hydrochloride；Diethyl(phenacyl)azanium;chloride；diethyl(phenacyl)azanium;chloride
• CAS: 70964-44-2
• 化学式: C₁₂H₁₇NO*ClH
• 分子量: 227.734
• InChiKey: NFFLXRXZSBPNNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.63
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  20.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-diethylamino-1-phenyl-ethanone; hydrochloride 在 (2S,4S)-MCCPM-rhodium 氢气 、 三乙胺 作用下， 以 甲醇 为溶剂， 50.0 ℃ 、2.03 MPa 条件下， 反应 20.0h， 以100%的产率得到(S)-1-phenyl-2-(diethylamino)ethanol
  参考文献：
  名称：

  Efficient asymmetric hydrogenation of α-aminoacetophenone derivatives leading to practical synthesis of ()-(−)-levamisole

  摘要：

  DOI：

  10.1016/s0040-4039(00)95203-1

文献信息

• Efficient Asymmetric Hydrogenation of .ALPHA.-Amino Ketone Derivatives. A Highly Enantioselective Synthesis of Phenylephrine, Levamisole, Carnitine and Propranolol.
  作者：Shunji SAKURABA、Hisashi TAKAHASHI、Hideo TAKEDA、Kazuo ACHIWA

  DOI：10.1248/cpb.43.738

  日期：——

  The complexes of pyrrolidine bisphosphine ligands (CPMs) with rhodium (I) were found to be efficient catalysts for asymmetric hydrogenation of α-amino ketone hydrochloride derivatives. Utilizing this methodology, we have developed efficient asymmetric syntheses of the optically active β-amino alcohols, phenylephrine, levamisole, carnitine and propranolol.

  吡咯烷双膦配体（CPMs）与铑（I）形成的复合物被发现是α-氨基酮 hydrochloride 衍生物的不对称加氢反应的高效催化剂。利用这一方法，我们开发了光学活性的β-氨基醇、苯肾上腺素、左旋咪唑、肉碱和普萘洛尔的高效不对称合成。
• Chiral phosphinopyrrolidine compounds and their use for asymmetric
  申请人：——

  公开号：US04879389A1

  公开（公告）日：1989-11-07

  New chiral phosphinopyrrolidine compounds of the general formula: ##STR1## wherein R.sup.1 is a hydrogen atom, --COR, --COOR, --CONHR or --SO.sub.2 --R where R is an alkyl or aryl group, R.sup.2 and R.sup.3 each represents independently an aryl group which may have a substituent or substituents, and R.sup.4 and R.sup.5 each represents independently an aliphatic or cycloaliphatic hydrocarbyl group which may have a substituent or substituents, as well as the use of these compounds as ligand for a metal complex catalyst for asymmetric synthesis of optically active compounds. The new chiral phosphinopyrrolidine compounds are useful ligands which attain both of high optical yield and high reaction efficiency in catalytic asymmetric reduction.

  新手性磷酰吡咯烷化合物的一般式为：##STR1## 其中R.sup.1是氢原子，-COR，-COOR，-CONHR或-SO.sub.2-R，其中R是烷基或芳基基团，R.sup.2和R.sup.3各自独立地表示可能具有取代基的芳基基团，R.sup.4和R.sup.5各自独立地表示可能具有取代基的脂肪或环脂烃基团，以及这些化合物作为金属配合物催化剂的配体用于不对称合成光学活性化合物。这些新的手性磷酰吡咯烷化合物是有用的配体，可在催化不对称还原中实现高光学产率和高反应效率。
• New chiral phosphinopyrrolidine compounds and their use for asymetric synthesis of optically active compounds
  申请人：Achiwa, Kazuo

  公开号：EP0251164A2

  公开（公告）日：1988-01-07

  New chiral phosphinopyrrolidine compounds of the general formula: or wherein R1 is a hydrogen atom, -COR, -COOR, -CONHR or -SO2R where R is an alkyl or aryl group, R2 and R3 each represents independently an aryl group which may have a substituent or substituents, and RA and R5 each represents independently an aliphatic or cycloaliphatic hydrocarbyl group which may have a substituent or substituents, as well as the use of these compound as ligand for a metal complex catalyst for asymmetric synthesis or optically active compounds. The new chiral phosphinopyrrolidine compounds are useful ligands which attain both of high optical yield and high reaction efficiency in catalytic asymmetric reduction.

  通式如下的新型手性膦基吡咯烷化合物 或 其中 R1 是氢原子、-COR、-COOR、-CONHR 或 -SO2R 其中 R 是烷基或芳基，R2 和 R3 分别独立地代表芳基（可带有一个或多个取代基），RA 和 R5 分别独立地代表脂肪族或环脂族烃基（可带有一个或多个取代基）。新的手性膦基吡咯烷化合物是一种有用的配体，在催化不对称还原反应中可获得高光学产率和高反应效率。
• Cherkasova,E.M.; Bogatkov,S.V., Journal of general chemistry of the USSR, 1961, vol. 31, p. 743 - 747
  作者：Cherkasova,E.M.、Bogatkov,S.V.

  DOI：——

  日期：——
• US4879389A
  申请人：——

  公开号：US4879389A

  公开（公告）日：1989-11-07