DL-methyl-γ-aminoxy-α-amino(triphenylmethyl)butyrate | 1449601-10-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: DL-methyl-γ-aminoxy-α-amino(triphenylmethyl)butyrate
• 英文别名: Methyl 3-aminooxy-2-(tritylamino)propanoate；methyl 3-aminooxy-2-(tritylamino)propanoate
• CAS: 1449601-10-8
• 化学式: C₂₃H₂₄N₂O₃
• 分子量: 376.455
• InChiKey: PSEWHHBLKNYWGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  73.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  DL-methyl-γ-aminoxy-α-amino(triphenylmethyl)butyrate 在 盐酸 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 12.0h， 以99%的产率得到DL-β-aminoxyalanine methyl ester dihydrochloride
  参考文献：
  名称：

  Preparation of D-Cycloserine and 13C-Labeled D-Cycloserine

  摘要：

  D-Cycloserine (DCS), a second stage drug for the treatment of tuberculosis, is synthesized in 19.8% overall yield from DL-serine methyl ester. This synthetic route gives both enantiomers of cycloserine via a corrected and improved one pot resolution procedure using D- and L-tartaric acids. The route is used to synthesize a C-13-labeled derivative for use in biological studies.

  DOI：

  10.3987/com-12-12553
• 作为产物：
  描述：

  DL-O-(1,3-dihydro-2,5-dioxo-1-pyrolidinyl)-N-(triphenylmethyl)methyl ester 在 肼 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以98%的产率得到DL-methyl-γ-aminoxy-α-amino(triphenylmethyl)butyrate
  参考文献：
  名称：

  Preparation of D-Cycloserine and 13C-Labeled D-Cycloserine

  摘要：

  D-Cycloserine (DCS), a second stage drug for the treatment of tuberculosis, is synthesized in 19.8% overall yield from DL-serine methyl ester. This synthetic route gives both enantiomers of cycloserine via a corrected and improved one pot resolution procedure using D- and L-tartaric acids. The route is used to synthesize a C-13-labeled derivative for use in biological studies.

  DOI：

  10.3987/com-12-12553

文献信息

• Preparation of D-Cycloserine and 13C-Labeled D-Cycloserine
  作者：James M. Takacs、Nathan C. Thacker、Judit Molnár-Tóth、Judy L. Miska、Raul G. Barletta

  DOI：10.3987/com-12-12553

  日期：——

  D-Cycloserine (DCS), a second stage drug for the treatment of tuberculosis, is synthesized in 19.8% overall yield from DL-serine methyl ester. This synthetic route gives both enantiomers of cycloserine via a corrected and improved one pot resolution procedure using D- and L-tartaric acids. The route is used to synthesize a C-13-labeled derivative for use in biological studies.