Benzyl [(3R,4R)-4-methyl-5-oxo-tetrahydrofuran-3-yl]-carbamate | 126456-07-3

• 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: Benzyl [(3R,4R)-4-methyl-5-oxo-tetrahydrofuran-3-yl]-carbamate
• 英文别名: Benzyl ((3R,4R)-4-methyl-5-oxotetrahydrofuran-3-yl)carbamate；benzyl N-[(3R,4R)-4-methyl-5-oxooxolan-3-yl]carbamate
• CAS: 126456-07-3
• 化学式: C₁₃H₁₅NO₄
• 分子量: 249.266
• InChiKey: NESTVCOYRAOPQU-KOLCDFICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Benzyl [(3R,4R)-4-methyl-5-oxo-tetrahydrofuran-3-yl]-carbamate 在 三乙胺 作用下， 以 苯 为溶剂， 反应 48.0h， 生成 benzyl N-[(3R,4S)-4-methyl-5-oxooxolan-3-yl]carbamate
  参考文献：
  名称：

  Total synthesis of Adda, the unique C20 amino acid of cyanobacterial hepatotoxins

  摘要：

  DOI：

  10.1016/s0040-4039(00)99357-2
• 作为产物：
  描述：

  (R)-5-氧代四氢呋喃-3-氨基甲酸苄酯 生成 Benzyl [(3R,4R)-4-methyl-5-oxo-tetrahydrofuran-3-yl]-carbamate
  参考文献：
  名称：

  NAMIKOSHI, MICHIO;RINEHART, KENNETH L.;DAHLEM, ANDREW M.;BEASLEY, VAL R.;+, TETRAHEDRON LETT., 30,(1989) N3, C. 4349-4352

  摘要：

  DOI：

文献信息

• NEW SUBSTITUTED PYRROLIDINONES, THEIR MANUFACTURE AND THEIR USE AS MEDICAMENTS
  申请人：Gerlach Kai

  公开号：US20060142263A1

  公开（公告）日：2006-06-29

  The present invention relates to new substituted pyrrolidinones of general formula wherein A, X, B and R 1 to R 9 are as defined above, or a tautomer or salt thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, which have valuable properties.

  本发明涉及一般式为的新取代吡咯烷酮，其中A、X、B和R1到R9如上定义，或其互变异构体或盐，特别是其与无机或有机酸或碱的生理上可接受的盐，具有有价值的性质。
• Substituted pyrrolidinones, their manufacture and their use as medicaments
  申请人：Boehringer Ingelheim International GmbH

  公开号：US07615549B2

  公开（公告）日：2009-11-10

  The present invention relates to new substituted pyrrolidinones of general formula wherein A, X, B and R1 to R9 are as defined above, or a tautomer or salt thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, which have valuable properties.

  本发明涉及新的取代吡咯烷酮，其一般式为其中A、X、B和R1至R9如上所定义，或其互变异构体或盐，特别是其与无机或有机酸或碱的生理上可接受的盐，具有有价值的性质。
• New Nodularins: A General Method for Structure Assignment
  作者：Michio Namikoshi、Byoung Wook Choi、Ryuichi Sakai、Furong Sun、Kenneth L. Rinehart、Wayne W. Carmichael、William R. Evans、Phillip Cruz、Murray H. G. Munro、John W. Blunt

  DOI：10.1021/jo00088a014

  日期：1994.5

  A general method has been developed for assigning the structures of nodularin, a potent hepatotoxin, tumor promoter, and protein phosphatase inhibitor, and minor components isolated from a cultured and a bloom sample of the cyanobacterium Nodularia spumigena. It consists of (1) FABMS analysis (determination of molecular weight and molecular formula), (2) H-1 NMR spectroscopy on the parent compound and chiral GC analysis of an acid hydrolyzate (identification and stereochemistry of amino acid components), (3) ozonolysis followed by NaBH4 reduction (conversion to a linear peptide), and (4) FABMS/CID/MS analyses of the linear peptide and the parent compound (sequence analysis). The method has been employed in assigning structures to three new nodularins (2-4) and can be applied to other cyclic peptides containing alpha,beta-dehydroamino acid unit(s), especially the related microcystins, cyclic heptapeptide hepatotoxins. Two nodularins, [DMAdda(3)]nodularin (2) and [(6Z)-Adda(3)] nodularin (3), were obtained from a bloom sample collected from Lake Ellesmere (New Zealand), and [D-Asp(1)] nodularin (4) was isolated from cultured cells (strain L-575). The LD50s of 2 and 4 were 150 and 75 mu g/kg (ip, mice), respectively, but 3 did not show apparent toxicity at 2.0 mg/kg.
• MCGARVEY, G. J.;HINER, R. N.;MATSUBARA, YOSHIO;OH, TAEBOEM, TETRAHEDRON LETT., 1983, 24, N 27, 2733-2736
  作者：MCGARVEY, G. J.、HINER, R. N.、MATSUBARA, YOSHIO、OH, TAEBOEM

  DOI：——

  日期：——
• 3-AMINO-2,2-DI-C-ALKYL-1,4-BUTYROLACTONES ET 1,4-THIOBUTYROLACTONES N-SUBSTITUEES UTILES COMME STIMULANT DE L'ACTIVITE DE L'ACIDE $g(g)-AMINOBUTYRIQUE ET DANS LE TRAITEMENT DES TROUBLES NERVEUX ET LEUR PROCEDE DE PREPARATION
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS)

  公开号：EP1226133B1

  公开（公告）日：2004-04-07