N-Boc-Tyr(3-B(OH)2,4-OMe)-OH | 606139-99-5

• 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: N-Boc-Tyr(3-B(OH)2,4-OMe)-OH
• 英文别名: (2S)-3-(3-borono-4-methoxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
• CAS: 606139-99-5
• 化学式: C₁₅H₂₂BNO₇
• 分子量: 339.153
• InChiKey: LDBXSGBHMMXNNX-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  125
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-Boc-Tyr(3-B(OH)2,4-OMe)-OH 在 4-二甲氨基吡啶 、 copper diacetate 、 4 Angstroem MS 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 生成 methyl (9S,12S)-4-methoxy-9-[(2-methylpropan-2-yl)oxycarbonylamino]-10-oxo-2-oxa-11-azatricyclo[12.2.2.13,7]nonadeca-1(16),3,5,7(19),14,17-hexaene-12-carboxylate
  参考文献：
  名称：

  Synthesis of l,l-cycloisodityrosines by copper(II) acetate-DMAP-mediated intramolecular O-arylation of phenols with phenylboronic acids

  摘要：

  Two types of cycloisodityrosines, 11 and 13, were synthesized from commercially available chiral tyrosine derivatives through the copper(II) acetate-DMAP-mediated diaryl ether formation of boronotyrosyltyrosines 8 and 10, respectively. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01390-x
• 作为产物：
  描述：

  (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-methoxy-3-(4,4,5 ,5-tetramethyl-1,3 ,2-dioxaborolan-2-yl)phenyl)propanoate 在 lithium hydroxide 、 sodium periodate 、 ammonium acetate 作用下， 以 四氢呋喃 、 甲醇 、 水 、 丙酮 为溶剂， 生成 N-Boc-Tyr(3-B(OH)2,4-OMe)-OH
  参考文献：
  名称：

  Synthesis of l,l-cycloisodityrosines by copper(II) acetate-DMAP-mediated intramolecular O-arylation of phenols with phenylboronic acids

  摘要：

  Two types of cycloisodityrosines, 11 and 13, were synthesized from commercially available chiral tyrosine derivatives through the copper(II) acetate-DMAP-mediated diaryl ether formation of boronotyrosyltyrosines 8 and 10, respectively. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01390-x

文献信息

• Solid-phase synthesis of biaryl bicyclic peptides containing a 3-aryltyrosine or a 4-arylphenylalanine moiety
  作者：Iteng Ng-Choi、Àngel Oliveras、Lidia Feliu、Marta Planas

  DOI：10.3762/bjoc.15.72

  日期：——

  A methodology for the solid-phase synthesis of biaryl bicyclic peptides containing a Phe-Phe, a Phe-Tyr or a Tyr-Tyr motif has been devised. This approach comprises two key steps. The first one involves the cyclization of a linear peptidyl resin containing the corresponding halo- and boronoamino acids via a microwave-assisted Suzuki–Miyaura cross coupling. This step is followed by the macrolactamization

  已经设计了用于固相合成包含Phe-Phe，Phe-Tyr或Tyr-Tyr基序的联芳基双环肽的方法。该方法包括两个关键步骤。第一个涉及通过微波辅助的Suzuki-Miyaura交叉偶联环化包含相应的卤代和硼酸氨基酸的线性肽基树脂。该步骤之后是所得到的联芳基单环肽基树脂的大内酰胺化，导致形成了预期的联芳基双环肽。这项研究提供了这种双环化合物的首次固相合成，适合于制备各种合成的或天然的双芳基双环肽。
• [EN] BORYLATED AMINO ACID COMPOSITIONS COMPRISING BTS AND BTS(OME) FOR USE IN BORON NEUTRON CAPTURE THERAPY AND METHODS THEREOF<br/>[FR] COMPOSITIONS D'ACIDES AMINÉS BORYLÉS À BASE DE BTS ET DE BTS(OME) DESTINÉES À ÊTRE UTILISÉES DANS UNE THÉRAPIE CAPTURE DE NEUTRONS DE BORE ET PROCÉDÉS ASSOCIÉS
  申请人：[en]TAE LIFE SCIENCES

  公开号：WO2023009172A1

  公开（公告）日：2023-02-02

  Borylated Amino Acid compositions comprising tyrosine derivatives BTS and BTS(OMe) and novel methods of making BTS and BTS(OMe) are disclosed herein. Consequently, the BTS and/or BTS(OMe) can be scaled up to commercial scale and administered to patients as a Neutron Capture Agent and provide a method of treating cancer, immunological disorders, and other disease by utilizing a Neutron Capture Therapy modality.