(E,4S)-6-methyl-1-phenyl-4-(tritylamino)hept-1-en-3-one | 647852-12-8

• 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,4S)-6-methyl-1-phenyl-4-(tritylamino)hept-1-en-3-one
• CAS: 647852-12-8
• 化学式: C₃₃H₃₃NO
• 分子量: 459.631
• InChiKey: QTYKWSRAJJDKAM-DHFLNJHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 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,4S)-6-methyl-1-phenyl-4-(tritylamino)hept-1-en-3-one 在 盐酸 、 sodium hydroxide 、 sodium tetrahydroborate 、 氯化亚砜 、 碳酸氢钠 、 臭氧 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 methyl (4S,trans)-4,5-dihydro-2-isobutyl-4-phenyl-5-carboxylate
  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-tritylleucinate 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 (E,4S)-6-methyl-1-phenyl-4-(tritylamino)hept-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.