Alloc-Asp-OtBu | 117800-65-4

• 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: Alloc-Asp-OtBu
• 英文别名: N-Allyloxycarbonyl-L-asparagin-saeure-α-tert-butylester；Aloc-Asp(OH)-OtBu；Allyloxycarbonyl aspartic acid t-butyl ester；(3S)-4-[(2-methylpropan-2-yl)oxy]-4-oxo-3-(prop-2-enoxycarbonylamino)butanoic acid
• CAS: 117800-65-4
• 化学式: C₁₂H₁₉NO₆
• 分子量: 273.286
• InChiKey: QMBBFVLXSXEOOD-QMMMGPOBSA-N

物化性质

• 沸点：
  428.2±45.0 °C(Predicted)
• 密度：
  1.175±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Alloc-Asp-OtBu 在 WSCD*HCl 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 生成
  参考文献：
  名称：

  Total synthesis of nephritogenic glycopeptide, nephritogenoside

  摘要：

  Nephritogenoside (1), proposed as a nephritogenic triglycosylhenicosapeptide with asparagine N-alpha-glycoside linkage, was first synthesized by the coupling of triglycosyldipeptide active ester with the nonadecapeptide (3-21) using allyloxycarbonyl group as the final protecting group. A beta-anomeric glycopeptide was also prepared.

  DOI：

  10.1016/s0040-4039(00)74132-3
• 作为产物：
  描述：

  Aloc-Asp(OBzl)-OH 在 sodium hydroxide 、 硫酸 作用下， 生成 Alloc-Asp-OtBu
  参考文献：
  名称：

  Total synthesis of nephritogenic glycopeptide, nephritogenoside

  摘要：

  Nephritogenoside (1), proposed as a nephritogenic triglycosylhenicosapeptide with asparagine N-alpha-glycoside linkage, was first synthesized by the coupling of triglycosyldipeptide active ester with the nonadecapeptide (3-21) using allyloxycarbonyl group as the final protecting group. A beta-anomeric glycopeptide was also prepared.

  DOI：

  10.1016/s0040-4039(00)74132-3

文献信息

• 2,'3-Amino-4-(n-hydroxyamino)-succinylamino-acetamides for use as cd23 formation inhibitors
  申请人：——

  公开号：US20030207923A1

  公开（公告）日：2003-11-06

  Compounds of formula (I): wherein X 1 is alkyl, sulphonyl or carboxy: X 2 is hydrogen or alkyl; R 1 is arylmethyl or heterocyclylmethyl; R 2 is alkyl, alkenyl, aryl, cycloalkyl or cycloalkenyl; and R 3 is hydrogen, alkyl, alkenyl, alkynyl or aryl; are useful in the treatment of disorders mediated by s-CD23. 1

  式(I)的化合物：其中X1是烷基，磺酰基或羧基；X2是氢或烷基；R1是芳基甲基或杂环基甲基；R2是烷基，烯基，芳基，环烷基或环烯基；R3是氢，烷基，烯基，炔基或芳基。这些化合物对于治疗由s-CD23.1介导的疾病是有用的。
• Synthesis and Evaluation of Macrocyclic Transition State Analogue Inhibitors for α-Chymotrypsin
  作者：Kristina K. Hansen、Benjamin Grosch、Sorana Greiveldinger-Poenaru、Paul A. Bartlett

  DOI：10.1021/jo034837z

  日期：2003.10.1

  Lactams 1 and 2 are readily formed from acyclic precursors in the presence of trypsin and chymotrypsin, respectively, identifying the macrocyclic ring system as a potential motif for constrained transition state analogue inhibitors of the serine peptidases. Ketone 3 was synthesized and shown to be a modest inhibitor of chymotrypsin (K-i = 220 muM), albeit 4-fold more potent than the acyclic hydroxy acid 25 (K-i = 1.5 mM as a mixture of epimers). A precursor (31) to the amino boronic acid 4 was also prepared; although this derivative was a potent inhibitor of chymotrypsin (K-i = 130 nM) by virtue of the boronic acid moiety, it showed no advantage over the des-amino analogue 32 (K-i = 120 nM), which is not capable of cyclizing.
• Guenther, Wolfgang; Kunz, Horst, Angewandte Chemie, 1990, vol. 102, # 9, p. 1068 - 1069
  作者：Guenther, Wolfgang、Kunz, Horst

  DOI：——

  日期：——
• KUNZ, VON HORST;UNVERZAGT, CARLO, ANGEW. CHEM., 100,(1989) N2, C. 1763-1765
  作者：KUNZ, VON HORST、UNVERZAGT, CARLO

  DOI：——

  日期：——
• GUNTHER, WOLFGANG;KUNZ, HORST, ANGEW. CHEM., 102,(1990) N, C. 1068-1069
  作者：GUNTHER, WOLFGANG、KUNZ, HORST

  DOI：——

  日期：——