(α-methoxy-benzyl)-carbamic acid methyl ester | 122716-70-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (α-methoxy-benzyl)-carbamic acid methyl ester
• 英文别名: (α-Methoxy-benzyl)-carbamidsaeure-methylester；methyl N-[methoxy(phenyl)methyl]carbamate
• CAS: 122716-70-5
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: VRUDSJPVTIZSAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (α-methoxy-benzyl)-carbamic acid methyl ester 在 palladium on activated charcoal 氢气 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 ((1R,2R)-2-Dimethylcarbamoyl-2-hydroxy-1-phenyl-ethyl)-carbamic acid methyl ester
  参考文献：
  名称：

  Diastereoselective synthesis of 3-amino-2-hydroxyalkanoic acid derivatives

  摘要：

  Both diastereomers of 3-amino-2-hydroxyalkanoic acid derivatives were synthesized selectively by LDA-induced reaction of N-methoxycarbonyl-1-methoxyamines with O-protected N,N-dimethylglycolamides. The inversion of the diastereoselectivity was highly achieved by 1) selecting the O-protecting groups and 2) the addition of Ti(OPr-i)(4).

  DOI：

  10.1016/0040-4039(94)02369-m
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 alkaline aqueous NaOCl solution 作用下， 生成 (α-methoxy-benzyl)-carbamic acid methyl ester
  参考文献：
  名称：

  Micheel; Kraft, Chemische Berichte, 1934, vol. 67, p. 843,844

  摘要：

  DOI：

文献信息

• Diastereoselectivity in the addition of enolate anions to N-methoxycarbonylimines generated in situ from α-methoxy carbamates
  作者：Tatsuya Shono、Naoki Kise、Fumio Sanda、Satoru Ohi、Ken Yoshioka

  DOI：10.1016/s0040-4039(00)72728-6

  日期：1989.1

  The diastereoselectivity of the addition of enolate anions of ketones or esters to N-Methoxycarbonylimines generated in situ from α-Methoxy carbamates was studied.

  研究了向α-甲氧基氨基甲酸酯原位生成的N-甲氧基羰基亚胺中添加酮或酯的烯醇酸根阴离子的非对映选择性。
• Preparation of Acyclic<i>N</i>-Acyl-<i>N</i>,<i>O</i>-acetals by Decarboxylation of<i>N</i>-Protected α-Amino Acids and Studies of Asymmetric Amidoalkylation with Trimethylsilyl Cyanide
  作者：Kenn E. Harding、Lee T. Liu、David G. Farrar、M. Todd Coleman、Susan K. Tansey

  DOI：10.1080/00397919108021290

  日期：1991.6

  Abstract Oxidative decarboxylation of N-acyl-α-amino acids with lead tetra-acetate followed by treatment with methanol provides a facile method for preparation of acyclic N-acyl-N,O-acetals, which can be used in asymmetric α-amidoalkylation reactions using trimethylsilyl cyanide as nucleophile.

  摘要 N-酰基-α-氨基酸用四乙酸铅氧化脱羧，然后用甲醇处理为制备可用于不对称α-酰胺烷基化反应的无环N-酰基-N,O-缩醛提供了一种简便的方法。使用三甲基氰化硅烷作为亲核试剂。
• Reaction of N-acyl-α-methoxyamines with organozinc reagents. A convenient method for the synthesis of homoallylamines and β-amino esters
  作者：Naoki Kise、Hiroki Yamazaki、Toshirou Mabuchi、Tatsuya Shono

  DOI：10.1016/s0040-4039(00)76758-x

  日期：1994.3

  The reaction of N-acyl-alpha-methoxyamines with allyl-, propargyl-, and benzylzinc bromides and Reformatsky reagents proceeds in THF at room temperature. Homoallyl- and homopropargylamines and beta-amino esters are synthesized in good yields.
• 376. The constitution of ascorbic acid. Action of sodium hypochlorite on α-methoxy-acid amides
  作者：R. G. Ault、W. N. Haworth、E. L. Hirst

  DOI：10.1039/jr9340001722

  日期：——
• SHONO, TATSUYA;KISE, NAOKI;SANDA, FUMIO;OHI, SATORI;YOSHIOKA, KEN, TETRAHEDRON LETT., 30,(1989) N0, C. 1253-1256
  作者：SHONO, TATSUYA、KISE, NAOKI、SANDA, FUMIO、OHI, SATORI、YOSHIOKA, KEN

  DOI：——

  日期：——