methyl (S)-N-methyl-N-(2-methylpropanoyl)alaninate | 70717-20-3

• 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: methyl (S)-N-methyl-N-(2-methylpropanoyl)alaninate
• 英文别名: N-isobutyryl-N-methylalanine methyl ester；N-isobutyryl-N-methyl-L-alanine methyl ester；methyl (2S)-2-[methyl(2-methylpropanoyl)amino]propanoate
• CAS: 70717-20-3
• 化学式: C₉H₁₇NO₃
• 分子量: 187.239
• InChiKey: IEMDMVRDOAZCNW-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (S)-N-methyl-N-(2-methylpropanoyl)alaninate 在 Davy reagent 作用下， 以 吡啶 、 甲苯 为溶剂， 反应 22.0h， 以71%的产率得到methyl (S)-N-methyl-N-(2-methylpropanethioyl)alaninate
  参考文献：
  名称：

  Synthesis and Use of 2H-Azirin-3-amines as Dipeptide Synthons

  摘要：

  The synthesis of the new 2H-azirin-3-amines ('3-amino-2H-azirines') 11, 20, 28, and 33 as dipeptide synthons is described. The reactions of the starting amides with Lawesson reagent gave the corresponding thioamides, and consecutive treatment with COCl2, 1,4-diazabicyclo[2.2.2]octane (DABCO), and NaN3 led to the desired products. It is shown that these 2H-azirin-3-amines can conveniently be used as building blocks of the dipeptides Aib-(Me)Axx (Axx = alanine, valine), Aib-Homoproline, and Iva-Pro in the synthesis of several model peptides. However, some limitations apply for the synthesis of such 2H-azirin-3-amines. The starting material for the azirine synthesis, the corresponding thioamides, cannot generally be synthesized, and the 2H-azirin-3-amines could not be obtained in all cases from the thioamides prepared.

  DOI：

  10.1002/1522-2675(200203)85:3<885::aid-hlca885>3.0.co;2-z
• 作为产物：
  描述：

  N-甲基-L-丙氨酸甲酯盐酸盐 、 异丁酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以49%的产率得到methyl (S)-N-methyl-N-(2-methylpropanoyl)alaninate
  参考文献：
  名称：

  Synthesis and Use of 2H-Azirin-3-amines as Dipeptide Synthons

  摘要：

  The synthesis of the new 2H-azirin-3-amines ('3-amino-2H-azirines') 11, 20, 28, and 33 as dipeptide synthons is described. The reactions of the starting amides with Lawesson reagent gave the corresponding thioamides, and consecutive treatment with COCl2, 1,4-diazabicyclo[2.2.2]octane (DABCO), and NaN3 led to the desired products. It is shown that these 2H-azirin-3-amines can conveniently be used as building blocks of the dipeptides Aib-(Me)Axx (Axx = alanine, valine), Aib-Homoproline, and Iva-Pro in the synthesis of several model peptides. However, some limitations apply for the synthesis of such 2H-azirin-3-amines. The starting material for the azirine synthesis, the corresponding thioamides, cannot generally be synthesized, and the 2H-azirin-3-amines could not be obtained in all cases from the thioamides prepared.

  DOI：

  10.1002/1522-2675(200203)85:3<885::aid-hlca885>3.0.co;2-z

文献信息

• Method for the production of maytansinoids
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04137230A1

  公开（公告）日：1979-01-30

  Maytansinoid compounds are produced by contacting in the presence of a carbodiimide the compound maytansinol ##STR1## with an acid of the formula: ##STR2## wherein R is lower alkyl, to yield the desired maytansinoids HAVING THE RESULTANT FORMULA: ##STR3## wherein R is lower alkyl. The maytansinoids (I) are both antifungal agents and also antitumor agents. The D-form (with respect to assymetry at the 2'-position) of the maytansinoids (I) represents a new class of compounds having antifungal and antitumor properties.

  马坦西诺伊德化合物是通过在存在碳二亚胺的情况下，将马坦西诺醇##STR1##与公式为##STR2##的酸接触，其中R为较低的烷基，以产生所需的具有结果公式的马坦西诺伊德：##STR3##其中R为较低的烷基。马坦西诺伊德（I）既是抗真菌剂，也是抗肿瘤剂。马坦西诺伊德（I）的D形式（在2'-位置的不对称性方面）代表了具有抗真菌和抗肿瘤性质的新类化合物。
• US4137230A
  申请人：——

  公开号：US4137230A

  公开（公告）日：1979-01-30
• US4190580A
  申请人：——

  公开号：US4190580A

  公开（公告）日：1980-02-26