(E)-(S)-1,5-Diphenyl-4-(trityl-amino)-pent-1-en-3-one | 647852-10-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (E)-(S)-1,5-Diphenyl-4-(trityl-amino)-pent-1-en-3-one
• 英文别名: (E,4S)-1,5-diphenyl-4-(tritylamino)pent-1-en-3-one
• CAS: 647852-10-6
• 化学式: C₃₆H₃₁NO
• 分子量: 493.648
• InChiKey: LZIQVNJKRADCDL-QPNFROOOSA-N

物化性质

• 沸点：
  649.0±55.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-(S)-1,5-Diphenyl-4-(trityl-amino)-pent-1-en-3-one 在 盐酸 、 sodium hydroxide 、 sodium tetrahydroborate 、 碳酸氢钠 、 臭氧 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 methyl (2S,3S)-3-(benzamido)-2-hydroxy-4-phenylbutanoate
  参考文献：
  名称：

  A practical diastereoselective synthesis of β-amino-α-hydroxy carboxylates

  摘要：

  Practical synthetic routes to beta-amino-alpha-hydroxy carboxylates (AHC) have been developed from amino acids. Reduction of beta-amino-alpha-keto esters 6 with NaBH4 was found to give anti-AHCs 7 in high de, which were efficiently converted to the corresponding syn-AHCs 8 via oxazolidine ring 10 formation. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.10.009
• 作为产物：
  描述：

  methyl N-trityl-(S)-phenylalaninate 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-(S)-1,5-Diphenyl-4-(trityl-amino)-pent-1-en-3-one
  参考文献：
  名称：

  A practical diastereoselective synthesis of β-amino-α-hydroxy carboxylates

  摘要：

  Practical synthetic routes to beta-amino-alpha-hydroxy carboxylates (AHC) have been developed from amino acids. Reduction of beta-amino-alpha-keto esters 6 with NaBH4 was found to give anti-AHCs 7 in high de, which were efficiently converted to the corresponding syn-AHCs 8 via oxazolidine ring 10 formation. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.10.009

文献信息

• A practical diastereoselective synthesis of β-amino-α-hydroxy carboxylates
  作者：Jae-Mok Lee、Hyun-Suk Lim、Kyung-Chang Seo、Sung-Kee Chung

  DOI：10.1016/j.tetasy.2003.10.009

  日期：2003.11

  Practical synthetic routes to beta-amino-alpha-hydroxy carboxylates (AHC) have been developed from amino acids. Reduction of beta-amino-alpha-keto esters 6 with NaBH4 was found to give anti-AHCs 7 in high de, which were efficiently converted to the corresponding syn-AHCs 8 via oxazolidine ring 10 formation. (C) 2003 Elsevier Ltd. All rights reserved.