(S) lactic acid N-methyl amide | 60915-12-0

• 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: (S) lactic acid N-methyl amide
• 英文别名: N-methylamide of L-lactic acid；(2S)-2-Hydroxy-N-methylpropanamide
• CAS: 60915-12-0
• 化学式: C₄H₉NO₂
• 分子量: 103.121
• InChiKey: BNWQAQKMWJQTQU-VKHMYHEASA-N

物化性质

• 沸点：
  283.5±23.0 °C(Predicted)
• 密度：
  1.048±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S) lactic acid N-methyl amide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-1-(methylamino)propan-2-ol
  参考文献：
  名称：

  Unusually facile solvolysis of primary tosylates. A case for participation by the N-nitroso group

  摘要：

  DOI：

  10.1021/jo01329a025
• 作为产物：
  描述：

  (2S,5S,6R)-2,4,5-trimethyl-6-phenylmorpholin-3-one 在 氨 、 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 0.01h， 以50%的产率得到(S) lactic acid N-methyl amide
  参考文献：
  名称：

  Asymmetric Allylation and Reduction on an Ephedrine-Derived Template:  Stereoselective Synthesis of α-Hydroxy Acids and Derivatives

  摘要：

  DOI：

  10.1021/jo9722820

文献信息

• Synthesis and biological activity of novel ester derivatives of N3-(4-metoxyfumaroyl)-(S)-2,3-diaminopropanoic acid containing amide and keto function as inhibitors of glucosamine-6-phosphate synthase
  作者：Dorota Pawlak、Marta Schielmann、Marek Wojciechowski、Ryszard Andruszkiewicz

  DOI：10.1016/j.bmcl.2016.06.016

  日期：2016.8

  N3-4-metoxyfumaroyl-(S)-2,3-diaminopropanoic acid (FMDP) containing amide or keto functions have been designed and synthesized. Their antifungal activity and inhibitory properties toward fungal glucosamine-6-phosphate synthase has also been evaluated. The obtained compounds 11–13 and 15–17 demonstrated good antifungal activity against Candida albicans. Compounds 11–13 displayed also potent inhibitory activity against

  设计并合成了N 3 -4-甲氧基富马酰基-（S）-2,3-二氨基丙酸（FMDP）的含有酰胺或酮基官能团的新型酯衍生物的简短系列。还评估了它们的抗真菌活性和对真菌氨基葡萄糖6-磷酸合酶的抑制特性。将所得到的化合物11 - 13和15 - 17表现出对良好的抗真菌活性白色念珠菌。与FMDP相比，化合物11 – 13还显示出对真菌氨基葡萄糖6-磷酸合酶的有效抑制活性。
• Optical activity of lactones and lactams—II
  作者：T. Połoński

  DOI：10.1016/s0040-4020(01)91556-x

  日期：1983.1

  Several optically active 4-oxazolidinones were obtained from amides or N-methylamides of corresponding α-hydroxy acids. The influence of solvent and substituent on their CD was studied. The predominance of the envelope conformation was established for these compounds, the degree of puckering being enhanced by polar solvents. The folded form with the aromatic ring facing the oxazolidinone ring was observed

  从相应的α-羟基酸的酰胺或N-甲基酰胺获得几种旋光的4-恶唑烷酮。研究了溶剂和取代基对其CD的影响。对于这些化合物，确立了包膜构型的优势，通过极性溶剂提高了起皱的程度。对于5-苄基取代的恶唑烷酮衍生物，观察到具有芳环面对恶唑烷酮环的折叠形式。
• SYNTHESIS OF 1,3,2-OXAZAPHOSPHOLIIN-4-ONES
  作者：Klaus Totschnig、Ernst P. Ellmerer-Müller、Paul Peringer

  DOI：10.1080/10426509608046388

  日期：1996.6.1

  phenyldi-chlorophosphine with the N-methyl amides of α-hydroxy isobutyric acid and the two chiral carboxylic acids (S) lactic acid and (R,S) mandelic acid, which leads to diastereomeric products. Reaction control by means of 31P n.m.r. demonstrates two surprising findings: the preferred generation of the thermody-namically less stable cis-isomer and an epimerization of the phosphorus chirality centre at room

  摘要 本文的主题是通过苯基二氯膦与 α-羟基异丁酸的 N-甲基酰胺和两种手性羧酸 (S) 乳酸反应制备 1,3,2-oxazaphospholidin-4-ones。和 (R,S) 扁桃酸，可产生非对映体产品。通过 31P nmr 进行的反应控制证明了两个令人惊讶的发现：热力学稳定性较差的顺式异构体的首选生成和室温下磷手性中心的差向异构化。
• Gallo, Elizabeth A.; Gellman, Samuel H., Journal of the American Chemical Society, 1993, vol. 115, # 21, p. 9774 - 9788
  作者：Gallo, Elizabeth A.、Gellman, Samuel H.

  DOI：——

  日期：——
• POLONSKI, T., TETRAHEDRON, 1983, 39, N 19, 3139-3143
  作者：POLONSKI, T.

  DOI：——

  日期：——