(2R)-2-(tert-butoxycarbonyl)amino-4,4,4-trifluorobutanoic acid | 207118-08-9

• 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: (2R)-2-(tert-butoxycarbonyl)amino-4,4,4-trifluorobutanoic acid
• 英文别名: (2R)-4,4,4-Trifluoro-2-(tert-butoxycarbonylamino)butyric acid；(2R)-4,4,4-trifluoro-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
• CAS: 207118-08-9
• 化学式: C₉H₁₄F₃NO₄
• 分子量: 257.21
• InChiKey: UCUKFQMRNHNNQY-RXMQYKEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  7

安全信息

• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335

反应信息

• 作为产物：
  描述：

  tert-butyl (4S)-2,2-dimethyl-4-(2,2,2-trifluoro-1-hydroxyethyl)oxazolidine-3-carboxylate 在 重铬酸吡啶 、 正丁基锂 、 偶氮二异丁腈 、 碘 、 三正丁基氢锡 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 42.67h， 生成 (2R)-2-(tert-butoxycarbonyl)amino-4,4,4-trifluorobutanoic acid
  参考文献：
  名称：

  Garner醛的三氟甲基化合成（2 R）-N -Boc-2-氨基-4,4,4-三氟丁酸

  摘要：

  合成对映体纯（2 - [R ）- ñ -Boc-2-氨基-4,4,4-三氟丁酸）1）进行说明。关键步骤是加纳醛的三氟甲基化。

  DOI：

  10.1016/s0022-1139(97)00155-3

文献信息

• Asymmetric Synthesis of Both Enantiomers of <i>a</i><i>nti</i>-4,4,4-Trifluorothreonine and 2-Amino-4,4,4-trifluorobutanoic Acid
  作者：Zhong-Xing Jiang、Ying-Ying Qin、Feng-Ling Qing

  DOI：10.1021/jo0344384

  日期：2003.9.1

  A short and efficient enantioselective synthesis of both enantiomers of anti-4,4,4-trifluorothreonine and 2-amino-4,4,4-trifluorobutanoic acid was successfully developed. Trifluoromethylation of benzyl-protected bromoalkene 4 provided key intermediate trifluoromethylated trans-disubstituted alkene 2 in good yield. The sequence then involved Sharpless asymmetric dihydroxylation, nucleophilic opening

  成功开发了一种短而有效的对映体，其合成抗4,4,4-三氟苏氨酸和2-氨基-4,4,4-三氟丁酸的对映体。苄基保护的溴代烯烃4的三氟甲基化以良好的收率提供了关键的中间体三氟甲基化的反式二取代烯烃2。然后，该序列涉及Sharpless不对称二羟基化，环状硫酸盐与NaN（3）的亲核打开，钯催化的选择性氢化和氧化。
• SYNTHETIC APOLIPOPROTEINS, AND RELATED COMPOSITIONS METHODS AND SYSTEMS FOR NANOLIPOPROTEIN PARTICLES FORMATION
  申请人：LAWRENCE LIVERMORE NATIONAL SECURITY, LLC

  公开号：US20180186860A1

  公开（公告）日：2018-07-05

  Synthetic apolipoproteins based on native/naturally occurring homolog proteins can be prepared using solid-phase peptide synthesis approaches combined with native chemical ligation methods to create analogs of full length apolipoproteins. The chemical synthesis is expected to allow introduction of non-natural amino acids, e.g., α,α′-dialkyl amino acids, with a periodicity that encourages both helix formation and amphipathicity. Such apolipoprotein analogs are expected to encourage, in some embodiments, facile and more complete NLP formation, enabling consideration of full spectrum of nanoparticle-based biotechnology applications ranging from therapeutic sequestration and delivery to energy/biofuel production to biopolymer production.
• [EN] SYNTHETIC APOLIPOPROTEINS, AND RELATED COMPOSITIONS METHODS AND SYSTEMS FOR NANOLIPOPROTEIN PARTICLES FORMATION<br/>[FR] APOLIPOPROTÉINES SYNTHÉTIQUE, ET COMPOSITIONS, PROCÉDÉS ET SYSTÈMES ASSOCIÉS POUR LA FORMATION DE PARTICULES DE NANOLIPOPROTÉINE
  申请人：L LIVERMORE NAT SECURITY LLC

  公开号：WO2017044899A1

  公开（公告）日：2017-03-16

  Synthetic apolipoproteins based on native/naturally occurring homolog proteins can be prepared using solid-phase peptide synthesis approaches combined with native chemical ligation methods to create analogs of full length apolipoproteins. The chemical synthesis is expected to allow introduction of non-natural amino acids, e.g., α,α'-dialkyl amino acids, with a periodicity that encourages both helix formation and amphipathicity. Such apolipoprotein analogs are expected to encourage, in some embodiments, facile and more complete NLP formation, enabling consideration of full spectrum of nanoparticle-based biotechnology applications ranging from therapeutic sequestration and delivery to energy/biofuel production to biopolymer production.