N-Benzyloxycarbonyl-glycin-naphth-2-yl-ester | 42800-48-6

• 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: N-Benzyloxycarbonyl-glycin-naphth-2-yl-ester
• 英文别名: N-benzyloxycarbonyl-glycine-[2]naphthyl ester；N-Benzyloxycarbonyl-glycin-[2]naphthylester；N-benzyloxycarbonyl glycine β-naphthyl ester；N-benzyloxycarbonyl glycine beta-naphthyl ester；naphthalen-2-yl 2-(phenylmethoxycarbonylamino)acetate
• CAS: 42800-48-6
• 化学式: C₂₀H₁₇NO₄
• 分子量: 335.359
• InChiKey: NVWBBJAQUJFIED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  dinaphthyl sulfite 、 N-苄氧羰基甘氨酸 在 吡啶 作用下， 生成 N-Benzyloxycarbonyl-glycin-naphth-2-yl-ester
  参考文献：
  名称：

  Neue Methoden zur Herstellung vonCarbonsäure-arylestern。Überaktivierte酯VIII †

  摘要：

  提出了两种制备羧酸芳基酯的新方法。它们在于使羧酸与（a）亚硫酸芳基酯或（b）亚磷酸芳基酯在吡啶存在下反应。讨论了亚硫酸盐法的可能机理。

  DOI：

  10.1002/hlca.19570400216

文献信息

• Phosphonium salt and its use
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04173563A1

  公开（公告）日：1979-11-06

  The amidation and esterification of carboxylic acids with amines and hydroxyl group-containing compounds, respectively, are effected without incurring the drawbacks of reaction equilibrium by the reaction of the reactants, one of which has been activated in the reactive group by contact with a phosphonium salt obtained by reacting a phosphorous ester or phosphorous monoester salt with an organic base such as pyridine and an oxidizing agent such as halogens and mono or divalent mercury halide or acetate. The amidation can be applied to the preparation of peptides by the reaction of amino acids and/or peptides in which one of the reactive groups have been protected.

  通过将含有氨基和羟基的化合物分别与羧酸进行酰胺化和酯化，而不会产生反应平衡的缺点，是通过反应物之一与磷酸铵盐接触而激活反应基团来实现的。磷酸铵盐是通过将磷酸酯或磷酸单酯盐与有机碱（如吡啶）和氧化剂（如卤素和一价或二价汞卤化物或醋酸盐）反应而得到的。酰胺化可以应用于通过保护反应基团中的一个来反应氨基酸和/或肽制备肽。
• Esterification of carboxylic acids by contact with a phosphonium salt
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04059603A1

  公开（公告）日：1977-11-22

  The amidation and esterification of carboxylic acids with amines and hydroxyl group-containing compounds, respectively, are effected without incurring the drawbacks of reaction equilibrium by the reaction of the reactants, one of which has been activated in the reactive group by contact with a phosphonium salt obtained by reacting a phosphorous ester or phosphorous monoester salt with an organic base such as pyridine and an oxidizing agent such as halogens and mono or divalent mercury halide or acetate. The amidation can be applied to the preparation of peptides by the reaction of amino acids and/or peptides in which one of the reactive groups have been protected.

  通过羧酸与胺或含有羟基的化合物进行酰胺化和酯化反应，其中一个反应物已被磷盐活化，可以避免反应平衡的缺点。磷盐是通过将磷酸酯或磷单酯盐与有机碱（如吡啶）和氧化剂（如卤素和一价或二价汞卤化物或醋酸盐）反应而得到的。酰胺化可以应用于肽的制备，通过对氨基酸和/或肽进行反应，其中一个反应基团已被保护。
• Reaction of<i>N</i>-Phosphono Derivatives of Pyridines; IV. A New Method for the Preparation of Active Esters of Amino Acids via<i>N</i>-Phosphonopyridinium Betaines
  作者：Noboru YAMAZAKI、Fukuji HIGASHI、Yoichi SAITO

  DOI：10.1055/s-1974-23352

  日期：——
• US3974219A
  申请人：——

  公开号：US3974219A

  公开（公告）日：1976-08-10
• US4059603A
  申请人：——

  公开号：US4059603A

  公开（公告）日：1977-11-22