(3R,4S,5S)-3-Methoxy-4-(tert-butoxycarbonylamino)-5-methylheptanoic acid | 1148056-60-3

• 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: (3R,4S,5S)-3-Methoxy-4-(tert-butoxycarbonylamino)-5-methylheptanoic acid
• 英文别名: (3R,4S,5S)-3-methoxy-5-methyl-4-[(2-methylpropan-2-yl)oxycarbonylamino]heptanoic acid
• CAS: 1148056-60-3
• 化学式: C₁₄H₂₇NO₅
• 分子量: 289.372
• InChiKey: ZJSUZGVCRHYOSW-UMNHJUIQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R,4S,5S)-3-Methoxy-4-(tert-butoxycarbonylamino)-5-methylheptanoic acid 、 benzyl (2S,3R)-3-hydroxy-2-[[(2R,3R)-3-hydroxy-2-methyl-3-[(2S)-pyrrolidin-2-yl]propanoyl]amino]-3-phenylpropanoate 在 氰基磷酸二乙酯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成
  参考文献：
  名称：

  Asymmetric Total Synthesis and Stereochemical Revision of Gymnangiamide

  摘要：

  The asymmetric total synthesis of the originally proposed structure of gymnangiamide, a cytotoxic pentapeptide isolated from the marine hydroid Gymnangium regae Jaderholm, has been achieved. Key to the synthesis was the use of asymmetric hydrogenation of alpha-substituted, beta-ketoesters through dynamic kinetic resolution for the preparation of nonproteinogenic chiral amino acids. The disparity of the NMR spectra between the synthetic material containing the L-serine residue and the natural product required a revision of the proposed structure.

  DOI：

  10.1021/ol900184d

文献信息

• CONJUGATION OF A CYTOTOXIC DRUG WITH BIS-LINKAGE
  申请人：Hangzhou DAC Biotech Co., Ltd.

  公开号：US20210369855A1

  公开（公告）日：2021-12-02

  A conjugation of a cytotoxic drug to a cell-binding molecule with a bis-linker (dual-linker) as shown in Formula (I). Bis-linkage methods of making a conjugate of a cytotoxic drug/molecule to a cell-binding agent in a specific manner are also described, as well as application of the conjugates for the treatment of a cancer, or an autoimmune disease, or an infectious disease. wherein “ ” is an optional bond; X, Y, Z 1 , and Z 2 are a functional group; m 1 and n are a integer; L 1 and L 2 are a linker.
• Asymmetric Total Synthesis and Stereochemical Revision of Gymnangiamide
  作者：Hitoshi Tone、Marie Buchotte、Céline Mordant、Eric Guittet、Tahar Ayad、Virginie Ratovelomanana-Vidal

  DOI：10.1021/ol900184d

  日期：2009.5.7

  The asymmetric total synthesis of the originally proposed structure of gymnangiamide, a cytotoxic pentapeptide isolated from the marine hydroid Gymnangium regae Jaderholm, has been achieved. Key to the synthesis was the use of asymmetric hydrogenation of alpha-substituted, beta-ketoesters through dynamic kinetic resolution for the preparation of nonproteinogenic chiral amino acids. The disparity of the NMR spectra between the synthetic material containing the L-serine residue and the natural product required a revision of the proposed structure.