Fmoc-Orn(Boc)-OMe | 369656-17-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: Fmoc-Orn(Boc)-OMe
• 英文别名: N⁵-Boc-N²-Fmoc-L-ornithine methyl ester；Nα-Fmoc-Nδ-Boc-L-ornithine methyl ester；(S)-5-N-Boc-2-N'-(Fmoc)-2,5-diaminopentanoic acid methyl ester；Nalpha-Fmoc-Ndelta-Boc-L-ornithine Methyl Ester；methyl (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate
• CAS: 369656-17-7
• 化学式: C₂₆H₃₂N₂O₆
• 分子量: 468.55
• InChiKey: IWHJVZVYVRAUQG-QFIPXVFZSA-N

物化性质

• 熔点：
  149-151 °C
• 沸点：
  645.4±55.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Fmoc-Orn(Boc)-OMe 在 水 、 二乙胺 、 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.17h， 生成 Bz(4-NO2)-Orn(Boc)-OCH2CN
  参考文献：
  名称：

  The Two Pathways for Effective Orthogonal Protection of L-Ornithine, for Amino Acylation of 5-O-Pivaloyl Nucleosides, Describe the General and Important Role for the Successful Imitation, During the Synthesis of the Model Substrates for the Ribosomal Mimic Reaction

  摘要：

  Bz(NO2)-Orn(Boc)-OCH2CN 被合成为一种氨基酸成分，可有效并成功地正交保护 5-O-特戊酰基核苷的氨基酰化和制备核糖体模型反应底物。该合成采用了肽合成和氨基酸修饰方法的适当组合。

  DOI：

  10.2174/092986610791306625
• 作为产物：
  描述：

  L-鸟氨酸盐酸盐 在 copper(II) carbonate 、 碳酸氢钠 作用下， 以 乙醚 、 水 、 丙酮 为溶剂， 反应 2.5h， 生成 Fmoc-Orn(Boc)-OMe
  参考文献：
  名称：

  The Two Pathways for Effective Orthogonal Protection of L-Ornithine, for Amino Acylation of 5-O-Pivaloyl Nucleosides, Describe the General and Important Role for the Successful Imitation, During the Synthesis of the Model Substrates for the Ribosomal Mimic Reaction

  摘要：

  Bz(NO2)-Orn(Boc)-OCH2CN 被合成为一种氨基酸成分，可有效并成功地正交保护 5-O-特戊酰基核苷的氨基酰化和制备核糖体模型反应底物。该合成采用了肽合成和氨基酸修饰方法的适当组合。

  DOI：

  10.2174/092986610791306625

文献信息

• CXCR4-ANTAGONISTIC DRUGS COMPRISING NITROGEN-CONTAINING COMPOUND
  申请人：Kureha Chemical Industry Co., Ltd.

  公开号：EP1389460A1

  公开（公告）日：2004-02-18

  To provide novel nitrogen-containing compounds having antagonism to CXCR4 and remedies for disease, such as rheumatism, cancer metastasis, etc., based on the CXCR4 antagonism. Nitrogen-containing compounds represented by the following general formula and CXCR4 antagonists containing these compounds as an active ingredient can be provided. The above compounds are typified by nitrogen-containing compounds represented by the following general formula (I) wherein A1 and A2 represent each a guanidino group or a group represented by the following general formula (ia) (wherein A3 represents a monocyclic or polycyclic heterocyclic aromatic ring group having 1 or 2 hetero atoms; B1 represents a single bond or alkylene group; and R1 represents hydrogen or alkyl group; W represents alkylene group having 2 to 3 carbon atoms, cyclic alkylene group having 5 to 10 carbon atoms, aromatic ring having 6 to 10 carbon atoms or heterocyclic aromatic ring having 5 to 10 carbon atoms; y is - (C=O) -; x is -C (=O) -NH-; n1 is an integer of 1 or 2; n2 is an integer of 2 or 3; and D is selected from among various substituents:

  为基于CXCR4拮抗作用提供对CXCR4具有拮抗作用的新型含氮化合物和治疗风湿病、癌症转移等疾病的药物。以下是一般式代表的含氮化合物和以这些化合物为活性成分的CXCR4拮抗剂。上述化合物以以下一般式（I）代表的含氮化合物为代表，其中A1和A2分别代表鸟氨基基团或由以下一般式（ia）代表的基团（其中A3代表具有1个或2个杂原子的单环或多环杂环芳香环基团；B1代表单键或烷基基团；R1代表氢或烷基基团；W代表具有2至3个碳原子的烷基基团、具有5至10个碳原子的环烷基团、具有6至10个碳原子的芳香环或具有5至10个碳原子的杂环芳香环；y为-(C=O)-；x为-C(=O)-NH-；n1为1或2的整数；n2为2或3的整数；D从各种取代基中选择）。
• A new non-natural arginine-like amino acid derivative with a sulfamoyl group in the side-chain
  作者：Rosaria De Marco、Maria L. Di Gioia、Antonella Leggio、Angelo Liguori、Francesca Perri、Carlo Siciliano、Maria C. Viscomi

  DOI：10.1007/s00726-009-0267-2

  日期：2010.3

  dipeptide sequence. As a probe of its biological importance, the sulfamoylated amino acid derivative was also incorporated as P1 residue in tripeptide structures matching the C-terminal subsequence of fibrinogen. The reported results demonstrate that the functionalization of l-ornithine side-chain with a neutral sulfamoyl group can generate an arginine bioisostere which can be used for the synthesis of prototypes

  所述的Sulfamoylation升鸟氨酸甲基酯侧链生成可与非天然精氨酸电子等排物Ñ -Fmoc-升-脯氨酸来合成的类似物，其保持生物学上重要的脯氨酸-精氨酸二肽序列的结构特征。作为其生物学重要性的探针，氨磺酰化的氨基酸衍生物也作为P1残基并入与纤维蛋白原的C-末端亚序列匹配的三肽结构中。报道的结果表明，具有中性氨磺酰基的1-鸟氨酸侧链的功能化可以产生精氨酸生物甾醇，其可以用于合成新型人类凝血酶抑制剂的原型。
• 一种双氮氧杂环螺二酮哌嗪骨架类化合物及 其构建方法
  申请人：扬州蓝色生物医药科技有限公司

  公开号：CN107459524B

  公开（公告）日：2019-07-19

  本发明涉及一种双氮氧杂环螺二酮哌嗪骨架类化合物及其构建方法，双氮氧杂环螺二酮哌嗪骨架类化合物具有式I所示结构：n独立选自0～3的整数，优选0、1、2；键表示指向纸面里的键或指向纸面外的键“‑‑‑‑‑”表示单键或不存在。
• Nitrogenous compounds and antiviral drugs containing the same
  申请人：——

  公开号：US20040092556A1

  公开（公告）日：2004-05-13

  The present invention provides novel compounds having antiviral activities and antiviral drugs containing the compounds as the active ingredient. The compounds are shown by the following general formula (1), wherein typically A 1 and A 2 are each guanidine or a group of the general fomula (ia); A 3 is a mono- or poly-cyclic heteroaromatic ring contining 1 or 2 heteroatoms; B 1 is a single bond or alkylene group; R 1 is hydrogen or alkyl group; W is an alkylene having 2-3 carbons, a cycloalkylene having 5-10 carbons, aromatic ring having 6-10 carbons, or a heteroaromatic ring having 5-10 carbons; y is C(═O)—; x is —C(═O)—NH—; n 1 is an integer of 1-2; n 2 is an integer of 2-3; D is a substituent selected from among various groups. 1

  本发明提供了具有抗病毒活性的新化合物和包含该化合物作为活性成分的抗病毒药物。该化合物由以下通式（1）表示，其中通常A1和A2分别是鸟氨酸或通式（ia）的基团；A3是含有1或2个杂原子的单环或多环杂芳基环；B1是单键或烷基链；R1是氢或烷基基团；W是具有2-3个碳的烷基，具有5-10个碳的环烷基，具有6-10个碳的芳环基或具有5-10个碳的杂芳基环；y是C（═O）-；x是-C（═O）-NH-；n1是1-2的整数；n2是2-3的整数；D是从各种基团中选择的取代基。
• Cxcr4-antagonistic drugs composed of nitrogen-containing compound
  申请人：——

  公开号：US20040157818A1

  公开（公告）日：2004-08-12

  To provide novel nitrogen-containing compounds having antagonism to CXCR4 and remedies for disease, such as rheumatism, cancer metastasis, etc., based on the CXCR4 antagonism. Nitrogen-containing compounds represented by the following general formula and CXCR4 antagonists containing these compounds as an active ingredient can be provided. The above compounds are typified by nitrogen-containing compounds represented by the following general formula (I) 1 wherein A 1 and A 2 represent each a guanidino group or a group represented by the following general formula (ia) 2 (wherein A 3 represents a monocyclic or polycyclic heterocyclic aromatic ring group having 1 or 2 hetero atoms; B 1 represents a single bond or alkylene group; and R 1 represents hydrogen or alkyl group; W represents alkylene group having 2 to 3 carbon atoms, cyclic alkylene group having 5 to 10 carbon atoms, aromatic ring having 6 to 10 carbon atoms or heterocyclic aromatic ring having 5 to 10 carbon atoms; y is —(C═O)—; x is —C (═O)—NH—; n 1 is an integer of 1 or 2; n 2 is an integer of 2 or 3; and D is selected from among various substituents:

  为了基于CXCR4拮抗作用提供具有对CXCR4拮抗作用的新型含氮化合物和治疗药物，例如风湿病、癌症转移等。可以提供以下通式所表示的含氮化合物和包含这些化合物作为活性成分的CXCR4拮抗剂。上述化合物的典型代表是由以下通式（I）所表示的含氮化合物： 其中，A1和A2分别表示鸟氨酸基团或由以下通式（ia）所表示的基团： （其中，A3表示具有1或2个杂原子的单环或多环杂环芳香基团；B1表示单键或烷基链；R1表示氢或烷基链；W表示具有2至3个碳原子的烷基链、具有5至10个碳原子的环状烷基链、具有6至10个碳原子的芳香环或具有5至10个碳原子的杂环芳香环；y为—（C═O）—；x为—C(═O)—NH—；n1为1或2的整数；n2为2或3的整数；D从各种取代基中选择。