(+/-)-methyl 3-(tert-butoxycarbonylamino)tetrahydrofuran-3-carboxylate | 1144505-59-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (+/-)-methyl 3-(tert-butoxycarbonylamino)tetrahydrofuran-3-carboxylate
• 英文别名: Methyl 3-(Boc-amino)tetrahydrofuran-3-carboxylate；methyl 3-[(2-methylpropan-2-yl)oxycarbonylamino]oxolane-3-carboxylate
• CAS: 1144505-59-8
• 化学式: C₁₁H₁₉NO₅
• 分子量: 245.276
• InChiKey: DEXQNYKFGJHHSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (+/-)-methyl 3-(tert-butoxycarbonylamino)tetrahydrofuran-3-carboxylate 在 锂硼氢 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 25.25h， 以88%的产率得到N-[3-(羟甲基)氧杂戊-3-基]氨基甲酸叔丁酯
  参考文献：
  名称：

  Stieglitz rearrangement of N,N-dichloro-β,β-disubstituted taurines under mild aqueous conditions

  摘要：

  New topical anti-infectives comprised of N,N-dichloro-beta,beta-disubstituted taurines [Tetrahedron Lett. 2008, 49, 2193; Biorg. Med. Chem. Lett. 2009, 19, 196] have been examined for structure-stability relationships (SSR) based upon various alkyl, heteroalkyl and cycloalkyl beta-substitutions. These substitutions affect order-of-magnitude changes in the aqueous stability of these N,N-dichloroamines which can undergo Stieglitz rearrangement of alkyl groups under extremely mild conditions (H(2)O, pH 4-7, 0-20 mM acetate or phosphate buffer, 20-40 degrees C). This process produces b-ketosulfonic acids which function as substrates for chlorination by the N-chlorotaurines which leads to their further degradation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.109
• 作为产物：
  描述：

  3-((叔丁氧基羰基)氨基)四氢呋喃-3-羧酸 、 三甲基硅烷化重氮甲烷 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 以42%的产率得到(+/-)-methyl 3-(tert-butoxycarbonylamino)tetrahydrofuran-3-carboxylate
  参考文献：
  名称：

  Stieglitz rearrangement of N,N-dichloro-β,β-disubstituted taurines under mild aqueous conditions

  摘要：

  New topical anti-infectives comprised of N,N-dichloro-beta,beta-disubstituted taurines [Tetrahedron Lett. 2008, 49, 2193; Biorg. Med. Chem. Lett. 2009, 19, 196] have been examined for structure-stability relationships (SSR) based upon various alkyl, heteroalkyl and cycloalkyl beta-substitutions. These substitutions affect order-of-magnitude changes in the aqueous stability of these N,N-dichloroamines which can undergo Stieglitz rearrangement of alkyl groups under extremely mild conditions (H(2)O, pH 4-7, 0-20 mM acetate or phosphate buffer, 20-40 degrees C). This process produces b-ketosulfonic acids which function as substrates for chlorination by the N-chlorotaurines which leads to their further degradation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.109

文献信息

• DIHYDROPTERIDINONES II
  申请人：EICKMEIER Christian

  公开号：US20130225593A1

  公开（公告）日：2013-08-29

  The present invention relates to spiroheterocycl-dihydropyrimidines, their use as modulators of γ-secretase and to pharmaceutical compositions containing said compounds. In particular, the present invention relates to compounds which interfere with γ-secretase and/or its substrate and therefore modulate the formation of Aβ peptides.

  本发明涉及螺环杂环二氢嘧啶类化合物，其用作γ-分泌酶的调节剂，以及含有该类化合物的药物组合物。具体来说，本发明涉及干扰γ-分泌酶和/或其底物的化合物，因此调节Aβ肽的形成。
• [EN] DIHYDROPTERIDINONES II<br/>[FR] DIHYDROPTÉRIDINONES II
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2014127816A1

  公开（公告）日：2014-08-28

  The present invention relates to spiroheterocycl-dihydropyhmidines, their use as modulators of γ-secretase and to pharmaceutical compositions containing said compounds. In particular, the present invention relates to compounds which interfere with γ-secretase and/or its substrate and therefore modulate the formation of Αβ peptides.

  本发明涉及螺环杂环二氢吡咪啉，其用作γ-分泌酶调节剂以及含有该化合物的药物组合物。具体而言，本发明涉及干扰γ-分泌酶和/或其底物的化合物，从而调节Αβ肽的形成。
• PROCESS FOR THE SYNTHESIS OF DERIVATIVES OF 3-AMINO-TETRAHYDROFURAN-3-CARBOXYLIC ACID AND USE THEREOF AS MEDICAMENTS
  申请人：HAN Zhengxu

  公开号：US20130005962A1

  公开（公告）日：2013-01-03

  The present invention relates to a process for the manufacturing of substituted 3-amino-tetrahydrofuran-3-carboxylic acid amides of general formula (I) and their precursors in high optical purity to the precursors of the synthesis of substituted S-Amino-tetrahydrofuran-5-carboxylic acid amides of general formula (I) in high optical purity, and to the tautomers, enantiomers, diastereomers, mixtures and salts of substituted 3-amino-tetrahydrofuran-3-carboxylic acid amides of general formula (I) in high optical purity, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, which have valuable properties.

  本发明涉及一种制备通式（I）的取代3-氨基四氢呋喃-3-羧酸酰胺及其前体的过程，以高光学纯度合成取代S-氨基四氢呋喃-5-羧酸酰胺的前体，以及取代3-氨基四氢呋喃-3-羧酸酰胺的互变异构体、对映异构体、非对映异构体、混合物和高光学纯度的盐，特别是与无机或有机酸或碱形成的生理上可接受的盐，具有有价值的性质。
• US8865716B2
  申请人：——

  公开号：US8865716B2

  公开（公告）日：2014-10-21
• Stieglitz rearrangement of N,N-dichloro-β,β-disubstituted taurines under mild aqueous conditions
  作者：Timothy P. Shiau、Ashley Houchin、Satheesh Nair、Ping Xu、Eddy Low、Ramin (Ron) Najafi、Rakesh Jain

  DOI：10.1016/j.bmcl.2008.12.109

  日期：2009.2

  New topical anti-infectives comprised of N,N-dichloro-beta,beta-disubstituted taurines [Tetrahedron Lett. 2008, 49, 2193; Biorg. Med. Chem. Lett. 2009, 19, 196] have been examined for structure-stability relationships (SSR) based upon various alkyl, heteroalkyl and cycloalkyl beta-substitutions. These substitutions affect order-of-magnitude changes in the aqueous stability of these N,N-dichloroamines which can undergo Stieglitz rearrangement of alkyl groups under extremely mild conditions (H(2)O, pH 4-7, 0-20 mM acetate or phosphate buffer, 20-40 degrees C). This process produces b-ketosulfonic acids which function as substrates for chlorination by the N-chlorotaurines which leads to their further degradation. (C) 2009 Elsevier Ltd. All rights reserved.