methyl (2R)-2-amino-3-(3-chloro-4-methoxyphenyl)propanoate | 704870-54-2

• 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 (2R)-2-amino-3-(3-chloro-4-methoxyphenyl)propanoate
• 英文别名: Methyl (R)-2-amino-3-(3-chloro-4-methoxyphenyl)propanoate
• CAS: 704870-54-2
• 化学式: C₁₁H₁₄ClNO₃
• 分子量: 243.69
• InChiKey: QUBSTZJVDZUTFR-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (2R)-2-amino-3-(3-chloro-4-methoxyphenyl)propanoate 在 四(三苯基膦)钯 吗啉 、 lithium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 36.75h， 生成 (1S,3Z)-1-allyl-4-iodo-4-phenylbut-3-enyl (2S)-2-({3-[(N-acryloyl-3-chloro-O-methyl-D-tyrosyl)amino]-2,2-dimethylpropanoyl}oxy)-4-methylpentanoate
  参考文献：
  名称：

  Total Synthesis of Cryptophycin Analogues via a Scaffold Approach

  摘要：

  Allylation of in situ generated beta,gamma-unsaturated aldehydes affords rapid access to vinyl halide analogues of fragment A of the cryptophycins. Three scaffolds are prepared in gram quantities by a ring-closing metathesis approach. Derivatization via a variety of cross-coupling protocols is possible, which affords novel analogues of these potent antimitotic agents.

  DOI：

  10.1021/ol0609356
• 作为产物：
  描述：

  Boc-d-3-氯酪氨酸 在 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 7.0h， 生成 methyl (2R)-2-amino-3-(3-chloro-4-methoxyphenyl)propanoate
  参考文献：
  名称：

  Total Synthesis of Cryptophycin Analogues via a Scaffold Approach

  摘要：

  Allylation of in situ generated beta,gamma-unsaturated aldehydes affords rapid access to vinyl halide analogues of fragment A of the cryptophycins. Three scaffolds are prepared in gram quantities by a ring-closing metathesis approach. Derivatization via a variety of cross-coupling protocols is possible, which affords novel analogues of these potent antimitotic agents.

  DOI：

  10.1021/ol0609356

文献信息

• Total Synthesis of the Cyclic Biphenyl Ether Peptides K-13 and OF4949-III <i>via</i> S_NAr Macrocyclization of Peptidyl Ruthenium π-Arene Complexes
  作者：James W. Janetka、Daniel H. Rich

  DOI：10.1021/ja970614c

  日期：1997.7.1

  yield by biaryl ether formation from peptidyl ruthenium complexes. Direct comparisons between these two approaches are provided. Transition metal π-complexes of either N-protected or carboxyl-protected amino acids can be used as coupling partners in peptide coupling reactions. Preformed peptidyl ruthenium complexes can be used to synthesize cyclic biphenyl ethers in a combinatorial fashion.

  预先形成的钌环戊二烯基阳离子肽基 π 配合物的分子内亲核芳香取代 (SNAr) 在方便、高产的反应中形成环状联苯醚。两种天然产物 K-13 和 OF4949-III 的高效收敛全合成证明了该方法的实用性。以高收率合成了 K-13 和 OF4949-I-IV 的几种类似物，并且通过由肽基钌配合物形成联芳醚以高收率形成了一个无法通过大环内酰胺化方法制备的环系统。提供了这两种方法之间的直接比较。N-保护或羧基保护的氨基酸的过渡金属π-复合物可用作肽偶联反应中的偶联伙伴。
• Compositions and methods for treating retinopathy
  申请人：Yamo Pharmaceuticals LLC

  公开号：US11351136B2

  公开（公告）日：2022-06-07

  The present invention provides methods, compositions, and kits for treating retinopathy, including diabetic retinopathy and macular degeneration, in a subject in need.

  本发明提供了治疗视网膜病变（包括糖尿病视网膜病变和黄斑变性）的方法、组合物和试剂盒。
• TYROSINE DERIVATIVES AND COMPOSITIONS COMPRISING THEM
  申请人：Tyme, Inc.

  公开号：EP3060200B1

  公开（公告）日：2021-05-26
• PHARMACEUTICAL COMPOSITIONS AND METHODS
  申请人：HOFFMAN STEVEN

  公开号：US20130183263A1

  公开（公告）日：2013-07-18

  Pharmaceutical compositions and kits including a tyrosine hydroxylase inhibitor; melanin, a melanin promoter, or a combination thereof; a p450 3A4 promoter; and a leucine aminopeptidase inhibitor are provided. Also provided are methods of treating cancer in a subject, comprising administering an effective amount of a tyrosine hydroxylase inhibitor, a melanin promoter, a p450 3A4 promoter, and a leucine aminopeptidase inhibitor to the subject in need thereof. Also provided are methods of reducing cell proliferation in a subject comprising administering an effective amount of a tyrosine hydroxylase inhibitor, a melanin promoter, a p450 3A4 promoter, and a leucine aminopeptidase inhibitor to the subject in need thereof.
• COMPOSITIONS AND METHODS FOR TREATING RETINOPATHY
  申请人：Hoffman Steven

  公开号：US20180303783A1

  公开（公告）日：2018-10-25

  The present invention provides methods, compositions, and kits for treating retinopathy, including diabetic retinopathy and macular degeneration, in a subject in need.