1,1-dimethylethyl (4S)-4-[(RS)-[(3RS)-3-benzenesulfonyl-2-oxopiperidin-3-yl]hydroxymethyl]-2,2-dimethyloxazolidine-3-carboxylate | 221526-47-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1-dimethylethyl (4S)-4-[(RS)-[(3RS)-3-benzenesulfonyl-2-oxopiperidin-3-yl]hydroxymethyl]-2,2-dimethyloxazolidine-3-carboxylate
• 英文别名: tert-butyl (4S)-4-[[1-(benzenesulfonyl)-2-oxopiperidin-3-yl]-hydroxymethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS: 221526-47-2
• 化学式: C₂₂H₃₂N₂O₇S
• 分子量: 468.571
• InChiKey: DTLPENXQZUUXGD-ADKAHSJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,1-dimethylethyl (4S)-4-[(RS)-[(3RS)-3-benzenesulfonyl-2-oxopiperidin-3-yl]hydroxymethyl]-2,2-dimethyloxazolidine-3-carboxylate 在 platinum(IV) oxide 氢气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 生成 1,1-dimethylethyl (4R)-4-[(3RS)-1-benzenesulfonyl-2-oxopiperidin-3-yl]methyl-2,2-dimethyloxazolidine-3-carboxylate
  参考文献：
  名称：

  An efficient access to the optically active manzamine tetracyclic ring system

  摘要：

  The highly stereoselective synthesis of the optically active tetracyclic core 2 of Manzamine A 1 was achieved via the Diels-Alder reaction of dihydropyridinone 12b, derived from L-serine, with siloxydienes, followed by sequential new and conventional pathways. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)80033-6
• 作为产物：
  描述：

  Boc-L-丝氨酸甲酯 在 二异丁基氢化铝 、 对甲苯磺酸 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲苯 、 苯 为溶剂， 反应 16.0h， 生成 1,1-dimethylethyl (4S)-4-[(RS)-[(3RS)-3-benzenesulfonyl-2-oxopiperidin-3-yl]hydroxymethyl]-2,2-dimethyloxazolidine-3-carboxylate
  参考文献：
  名称：

  An efficient access to the optically active manzamine tetracyclic ring system

  摘要：

  The highly stereoselective synthesis of the optically active tetracyclic core 2 of Manzamine A 1 was achieved via the Diels-Alder reaction of dihydropyridinone 12b, derived from L-serine, with siloxydienes, followed by sequential new and conventional pathways. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)80033-6

文献信息

• Nakagawa, Masako; Uchida, Hideharu; Ono, Koji, Heterocycles, 2003, vol. 59, # 2, p. 721 - 733
  作者：Nakagawa, Masako、Uchida, Hideharu、Ono, Koji、Kimura, Yoshiyuki、Yamabe, Mariko、Watanabe, Takeshi、Tsuji, Riichiro、Akiba, Masakatsu、Terada, Yukiyoshi、Nagaki, Dai、Ban, Sachiko、Miyashita, Naoki、Kano, Takuya、Theeraladanon, Chumpol、Hatakeyama, Keisuke、Arisawa, Mitsuhiro、Nishida, Atsushi

  DOI：——

  日期：——
• An efficient access to the optically active manzamine tetracyclic ring system
  作者：Hideharu Uchida、Atsushi Nishida、Masako Nakagawa

  DOI：10.1016/s0040-4039(98)80033-6

  日期：1999.1

  The highly stereoselective synthesis of the optically active tetracyclic core 2 of Manzamine A 1 was achieved via the Diels-Alder reaction of dihydropyridinone 12b, derived from L-serine, with siloxydienes, followed by sequential new and conventional pathways. (C) 1998 Elsevier Science Ltd. All rights reserved.