(R)-(+)-N-(1-phenylethyl)-3-oxobutyramide | 63664-41-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-(+)-N-(1-phenylethyl)-3-oxobutyramide
• 英文别名: 3-oxo-N-[(1R)-1-phenylethyl]butanamide
• CAS: 63664-41-5
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: ZUBWRZYVHWXVPS-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-(+)-N-(1-phenylethyl)-3-oxobutyramide 在 sodium tetrahydroborate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.5h， 生成 (+)-N-(1(R)-phenylethyl)-3(S)-tert-butyldimethylsilyloxybutyramide
  参考文献：
  名称：

  Homochiral amine synthesis by baker's yeast resolution of a β-keto amide: 1-Phenylethylamine

  摘要：

  Preliminary investigation of the resolution potential of baker's yeast reduction of beta-keto amides has been carried out with 1-phenylethylamine. Enantiomeric excess was determined by direct comparison of resolved enantiomers with derivatives prepared from commercially available (R)-(+)-1-phenylethylamine and was found to be 56-58.6% for the S enantiomer and 76-84.6% for the R enantiomer.

  DOI：

  10.1016/s0957-4166(00)80207-4
• 作为产物：
  描述：

  2,2,6-三甲基-4H-1,3-二英-4-酮 、 R(+)-alpha-甲基苄胺 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以91%的产率得到(R)-(+)-N-(1-phenylethyl)-3-oxobutyramide
  参考文献：
  名称：

  OPTICALLY PURE DIHYDROPYRIMIDINE COMPOUNDS AND THEIR USES FOR THE PREPARATION OF A MEDICAMENT FOR TREATMENT AND PREVENTION OF VIRAL DISEASES.

  摘要：

  公开号：

  EP2048141B1

文献信息

• Dihydropyrimidine Compounds and Their Uses in Preparation of Medicaments for Treating and Preventing Antiviral Diseases
  申请人：Li Song

  公开号：US20100087448A1

  公开（公告）日：2010-04-08

  The present invention relates to a compound of formula (I) or a pharmaceutically acceptable salt or hydrate thereof, to a process for preparing the compound of formula (I), and to use of the compound of formula (I) or a pharmaceutically acceptable salt or hydrate thereof as a medicament, in particular as a medicament for the treatment and prevention of type B hepatitis.

  本发明涉及一种式（I）的化合物或其药学上可接受的盐或水合物，制备该式（I）化合物的方法，以及将该式（I）的化合物或其药学上可接受的盐或水合物用作药物，特别是用作治疗和预防乙型肝炎的药物。
• Palladium-Catalyzed Approach to Substituted Dihydrofurans, Cyclopenta[<i>b</i>]furans and Tetrahydrobenzofurans
  作者：Shinji Tanimori、Mitsunori Kirihata

  DOI：10.1055/s-2006-950376

  日期：2007.1

  The reaction of a symmetrical allylic dicarbonate or diacetate with a variety of β-keto esters in the presence of a palladium catalyst gave 2-substituted 5-vinyl-4,5-dihydrofuran-3-carboxylates, 4,6a-dihydro-3aH-cyclopenta[b]furan-3-carboxylates, and 3a,4,5,7a-tetrahydrobenzofuran-3-carboxylates in moderate to good yields.

  在钯催化剂存在下，对称烯丙基二碳酸酯或二乙酸酯与多种β-酮酯反应，以中等至良好的收率得到了2-取代的5-乙烯基-4,5-二氢呋喃-3-羧酸酯、4,6a-二氢-3aH-环戊[b]呋喃-3-羧酸酯以及3a,4,5,7a-四氢苯并呋喃-3-羧酸酯。
• Lipase-catalyzed aminolysis and ammonolysis of β-ketoesters. Synthesis of optically active β-ketoamides.
  作者：María Jesús García、Francisca Rebolledo、Vicente Gotor

  DOI：10.1016/s0040-4020(01)81346-6

  日期：1994.1

  Aminolysis and ammonolysis reactions of β-ketoesters catalysed by Candida antarctica lipase are very efficient methods for the preparation of β—ketoamides. When racemic amines are used in these processes, the corresponding optically active β—ketoamides are obtained with moderate-high enantiomeric excesses.

  南极假丝酵母脂肪酶催化的β-酮酯的氨解和氨解反应是制备β-酮酰胺的非常有效的方法。当在这些方法中使用外消旋胺时，可获得具有适度高对映体过量的相应旋光性β-酮酰胺。
• An Efficient Synthesis of Enantiopure (R)-heteroarylpyrimidine Analogs
  作者：Xiu-Yan Yang、Guang-Qiang Xia、Xiao-Kui Wang、Zhi-Bing Zheng、Dong-Mei Zhao、Guo-Ming Zhao、Song Li

  DOI：10.3390/molecules180911144

  日期：——

  An efficient synthesis of enantiopure (R)-heteroarylpyrimidine analogs is described here, which involves introduction of a chiral group, formation and separation of diasteroisomers and final transformation of an amide to an ester. The absolute configuration of the enantiopure HAPs is confirmed by X-ray analysis of their intermediates.

  本文描述了对映体纯 (R)-杂芳基嘧啶类似物的有效合成，包括引入手性基团、非对映异构体的形成和分离以及酰胺最终转化为酯。对映体纯 HAP 的绝对构型通过其中间体的 X 射线分析得到证实。
• Optically Pure Dihydropyrimidine Compounds and Their Uses for the Preparation of a Medicament for Treatment and Prevention of Viral Diseases
  申请人：Li Song

  公开号：US20100004268A1

  公开（公告）日：2010-01-07

  The present invention relates to an optically pure compound of formula (I) or a pharmaceutically acceptable salt or hydrate thereof, a process for preparing the optically pure compound of formula (I), and use of the optically pure compound of formula (I) or a pharmaceutically acceptable salt or hydrate thereof as a medicament, in particular as a medicament for the treatment and prevention of type B hepatitis.

  本发明涉及公式(I)的光学纯化合物或其药学上可接受的盐或水合物，制备公式(I)的光学纯化合物的方法，以及将公式(I)的光学纯化合物或其药学上可接受的盐或水合物用作药物，特别是用作治疗和预防B型肝炎的药物。