(4S)-3-(t-butyloxycarbonyl)-2,2-dimethyl-4-(ethoxycarbonylethyl)oxazolidine | 131713-26-3

• 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: (4S)-3-(t-butyloxycarbonyl)-2,2-dimethyl-4-(ethoxycarbonylethyl)oxazolidine
• 英文别名: tert-butyl (4S)-4-(3-ethoxy-3-oxopropyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS: 131713-26-3
• 化学式: C₁₅H₂₇NO₅
• 分子量: 301.383
• InChiKey: GIHXGKSBCDYBMY-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4S)-3-(t-butyloxycarbonyl)-2,2-dimethyl-4-(ethoxycarbonylethyl)oxazolidine 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 0.75h， 以90%的产率得到2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-4(S)-oxazolidinepropanal
  参考文献：
  名称：

  A synthetic approach to diaryl ethers using the Robinson annulation

  摘要：

  An alternative synthetic approach to diaryl ethers has been developed. In the key transformation, Robinson annulation of nonracemic aldehydes 16a,b, derived from L-glutamic acid 5-methyl ester and phenoxymethylvinyl ketone, provided alpha-phenoxyenones 17a,b. The Cbz-protected oxazolidine 17b was further converted into the diaryl ether 18b utilizing an oxidative selenation protocol. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00466-2
• 作为产物：
  描述：

  L-谷氨酸5乙脂 在 sodium tetrahydroborate 、 碳酸氢钠 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 乙酸乙酯 、 苯 为溶剂， 反应 0.75h， 生成 (4S)-3-(t-butyloxycarbonyl)-2,2-dimethyl-4-(ethoxycarbonylethyl)oxazolidine
  参考文献：
  名称：

  A synthetic approach to diaryl ethers using the Robinson annulation

  摘要：

  An alternative synthetic approach to diaryl ethers has been developed. In the key transformation, Robinson annulation of nonracemic aldehydes 16a,b, derived from L-glutamic acid 5-methyl ester and phenoxymethylvinyl ketone, provided alpha-phenoxyenones 17a,b. The Cbz-protected oxazolidine 17b was further converted into the diaryl ether 18b utilizing an oxidative selenation protocol. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00466-2

文献信息

• Stereoselective Michael Addition of Organometallic Reagents to α,β-Unsaturated Ester Containing Oxazolidine Ring
  作者：Hidemi Yoda、Tsuyoshi Shirai、Takao Katagiri、Kunihiko Takabe、Kazuhiro Kimata、Ken Hosoya

  DOI：10.1246/cl.1990.2037

  日期：1990.11

  Asymmetric conjugate addition of various organometallic reagents to chiral α,β-unsaturated ester derived from L-glutamic acid proceeded cleanly with almost complete diastereoface selection to furnish R-configurated adducts.

  各种有机金属试剂与 L-谷氨酸衍生的手性 α,β-不饱和酯的不对称共轭加成可以通过几乎完全的非对映面选择进行干净地进行，以提供 R 构型的加合物。
• TRIAMINE DERIVATIVE
  申请人：DAIICHI PHARMACEUTICAL CO., LTD.

  公开号：EP1864982A1

  公开（公告）日：2007-12-12

  An object of the present invention is to provide a novel compound which has a potent inhibitory effect on FXa and exhibits an excellent antithrombotic effect when orally administered. The present invention provides a compound represented by the following general formula (1): wherein R1 and R2 each independently represent a hydrogen atom, a hydroxy group, an alkyl group or an alkoxy group; Q1 represents a saturated or unsaturated bicyclic or tricyclic fused hydrocarbon group which may be substituted, a saturated or unsaturated bicyclic or tricyclic fused heterocyclic group which may be substituted, or the like; Q2 represents a single bond, a straight-chained or branched alkylene group having 1 to 6 carbon atoms, a straight-chained or branched alkenylene group having 2 to 6 carbon atoms, or the like; R3 and R4 each represent an alkyl group, or the like; m and n each represent an integer from 0 to 3; Q4 represents an aryl group; and T° and T1 each represent a carbonyl group or the like, and a medicine containing the compound.

  本发明的目的是提供一种新型化合物，该化合物对 FXa 具有强效的抑制作用，口服给药后具有极佳的抗血栓作用。本发明提供了一种由以下通式（1）代表的化合物： 其中 R1 和 R2 各自独立地代表氢原子、羟基、烷基或烷氧基；Q1 代表可被取代的饱和或不饱和双环或三环融合烃基、可被取代的饱和或不饱和双环或三环融合杂环基团或类似基团；Q2 代表单键、具有 1 至 6 个碳原子的直链或支链烯基、具有 2 至 6 个碳原子的直链或支链烯基或类似基团；R3 和 R4 分别代表烷基或类似基团；m 和 n 分别代表 0 至 3 的整数；Q4 代表芳基；T° 和 T1 分别代表羰基或类似基团，以及含有该化合物的药物。
• (2<i>S</i>,4<i>S</i>)-2-Amino-4-(4,4-diphenylbut-1-yl)- pentane-1,5-dioic Acid:  A Potent and Selective Antagonist for Metabotropic Glutamate Receptors Negatively Linked to Adenylate Cyclase
  作者：Camille G. Wermuth、André Mann、Angèle Schoenfelder、Rebecca A. Wright、Bryan G. Johnson、J. Paul Burnett、Nancy G. Mayne、Darryle D. Schoepp

  DOI：10.1021/jm9508144

  日期：1996.1.1
• A synthetic approach to diaryl ethers using the Robinson annulation
  作者：Xianqi Feng、Eric D. Edstrom

  DOI：10.1016/s0957-4166(98)00466-2

  日期：1999.1

  An alternative synthetic approach to diaryl ethers has been developed. In the key transformation, Robinson annulation of nonracemic aldehydes 16a,b, derived from L-glutamic acid 5-methyl ester and phenoxymethylvinyl ketone, provided alpha-phenoxyenones 17a,b. The Cbz-protected oxazolidine 17b was further converted into the diaryl ether 18b utilizing an oxidative selenation protocol. (C) 1999 Elsevier Science Ltd. All rights reserved.