cis-1-benzyl-4-[(3aαH,8bαH)-tetrahydro-2,2,7,7-tetrahydro-2,2,7,7-tetramethyl-5H-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-5-yl]-3-methoxy-azetidin-2-one | 161972-97-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: cis-1-benzyl-4-[(3aαH,8bαH)-tetrahydro-2,2,7,7-tetrahydro-2,2,7,7-tetramethyl-5H-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-5-yl]-3-methoxy-azetidin-2-one
• 英文别名: (3S,4R)-1-benzyl-3-methoxy-4-[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]azetidin-2-one
• CAS: 161972-97-0
• 化学式: C₂₂H₂₉NO₇
• 分子量: 419.475
• InChiKey: NYRWSKHBSCISJE-XYDRKRLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  75.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  cis-1-benzyl-4-[(3aαH,8bαH)-tetrahydro-2,2,7,7-tetrahydro-2,2,7,7-tetramethyl-5H-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-5-yl]-3-methoxy-azetidin-2-one 在 吡啶 、 lithium aluminium tetrahydride 、 sodium methylate 、 甲基磺酰氯 作用下， 以 乙醚 、 乙腈 为溶剂， 生成 (1R,2S)-N,N-dibenzyl-3-chloro-2-methoxy-1-[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]propan-1-amine
  参考文献：
  名称：

  Bose, Ajay K.; Mathur, Chandra; Wagle, Dilip R., Heterocycles, 1994, vol. 39, # 2, p. 491 - 496

  摘要：

  DOI：
• 作为产物：
  描述：

  双丙酮半乳糖 在 三聚氯氰 、 三乙胺 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 生成 cis-1-benzyl-4-[(3aαH,8bαH)-tetrahydro-2,2,7,7-tetrahydro-2,2,7,7-tetramethyl-5H-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-5-yl]-3-methoxy-azetidin-2-one
  参考文献：
  名称：

  Polyhydroxy Amino Acid Derivatives via β-Lactams Using Enantiospecific Approaches and Microwave Techniques

  摘要：

  Enantiospecific synthesis has been developed for alpha-hydroxy beta-lactams of predictable absolute configuration starting with readily available carbohydrates, Stereospecific approaches and microwave assisted chemical reactions have been utilized for the preparation of these 3-hydroxy-2-azetidinones and their conversion to natural or non-natural enantiomeric forms of intermediates for gentosamine, 6-epilincosamine, gamma-hydroxythreonine, and polyoxamic acid. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00410-5

文献信息

• Bose, Ajay K.; Mathur, Chandra; Wagle, Dilip R., Heterocycles, 1994, vol. 39, # 2, p. 491 - 496
  作者：Bose, Ajay K.、Mathur, Chandra、Wagle, Dilip R.、Naqvi, Raza、Manhas, Maghar S.、Urbanczyk-Lipkowska, Zofia

  DOI：——

  日期：——
• Polyhydroxy Amino Acid Derivatives via β-Lactams Using Enantiospecific Approaches and Microwave Techniques
  作者：Ajay K Bose、Bimal K Banik、Chandra Mathur、Dilip R Wagle、Maghar S Manhas

  DOI：10.1016/s0040-4020(00)00410-5

  日期：2000.7

  Enantiospecific synthesis has been developed for alpha-hydroxy beta-lactams of predictable absolute configuration starting with readily available carbohydrates, Stereospecific approaches and microwave assisted chemical reactions have been utilized for the preparation of these 3-hydroxy-2-azetidinones and their conversion to natural or non-natural enantiomeric forms of intermediates for gentosamine, 6-epilincosamine, gamma-hydroxythreonine, and polyoxamic acid. (C) 2000 Elsevier Science Ltd. All rights reserved.