2-benzyl-5-tert-butoxycarbonylamino-5-methyl-hex-2-enoic acid | 193085-74-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 2-benzyl-5-tert-butoxycarbonylamino-5-methyl-hex-2-enoic acid
• 英文别名: (E)-2-benzyl-5-methyl-5-[(2-methylpropan-2-yl)oxycarbonylamino]hex-2-enoic acid
• CAS: 193085-74-4
• 化学式: C₁₉H₂₇NO₄
• 分子量: 333.428
• InChiKey: BGMWHGFJKYVXOY-RVDMUPIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-benzyl-5-tert-butoxycarbonylamino-5-methyl-hex-2-enoic acid 在 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-amino-2-benzyl-5-methylhex-2-enoic acid N-methyl-N-((1R)-1-(N-methyl-N-((1R)-1-methylcarbamoyl-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)amide
  参考文献：
  名称：

  Synthesis and in vitro characterization of new growth hormone secretagogues derived from ipamorelin with dipeptidomimetic N-terminals

  摘要：

  The structural requirements for N-terminal features for the minimal structure of growth hormone secretagogues derived from ipamorelin are investigated. It is found, that incorporation of nonpolar peptidomimetic amino acids at the N-terminal can replace the Aib-His moiety and lead to compounds with high in vitro potency with respect to their growth hormone secretagogue properties. New unnatural amino acids with double bonds, ether-linkages, and 1,3-phenylene-moieties in the backbone proved to be valuable dipeptidomimetics. Using them, growth hormone secretagogues with high potencies were obtained. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80086-5
• 作为产物：
  描述：

  (1,1-dimethyl-3-oxo-propyl)-carbamic acid tert-butyl ester 在 氢氧化钾 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 6.0h， 生成 2-benzyl-5-tert-butoxycarbonylamino-5-methyl-hex-2-enoic acid
  参考文献：
  名称：

  Synthesis and in vitro characterization of new growth hormone secretagogues derived from ipamorelin with dipeptidomimetic N-terminals

  摘要：

  The structural requirements for N-terminal features for the minimal structure of growth hormone secretagogues derived from ipamorelin are investigated. It is found, that incorporation of nonpolar peptidomimetic amino acids at the N-terminal can replace the Aib-His moiety and lead to compounds with high in vitro potency with respect to their growth hormone secretagogue properties. New unnatural amino acids with double bonds, ether-linkages, and 1,3-phenylene-moieties in the backbone proved to be valuable dipeptidomimetics. Using them, growth hormone secretagogues with high potencies were obtained. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80086-5

文献信息

• [EN] COMPOUNDS WITH GROWTH HORMONE RELEASING PROPERTIES<br/>[FR] COMPOSES AVEC DES PROPRIETES DE LIBERATION DE L'HORMONE DE CROISSANCE
  申请人：NOVO NORDISK A/S

  公开号：WO1997023508A1

  公开（公告）日：1997-07-03

  (EN) Compounds of peptide mimetic nature having general formula (I), wherein a and b are independently 1 or 2, R1 and R2 are independently H or C1-6alkyl, G and J are independently, inter alia, aromats, and D and E are independently several different groups, are growth hormone secretagogous with improved bioavailability.(FR) L'invention concerne un peptide de nature mimétique ayant la formule générale (I). Dans cette formule, a et b sont, d'une manière indépendante 1 ou 2, R1 et R2 sont, d'une manière indépendante H ou C1-6 alkyle, G et J sont, d'une manière indépendante, entre autres, des groupes aromatiques et D et E sont, d'une manière indépendante, plusieurs groupes différents. Ces peptides favorisent la sécrétion de l'hormone de croissance et améliorent sa biodisponibilité.

  化合物具有类肽类似物性质的通式(I)，其中a和b独立地为1或2，R1和R2独立地为H或C1-6烷基，G和J独立地为芳香族等基团，D和E独立地为多种不同基团，具有改善生物利用度的生长激素分泌剂。
• Compounds with growth hormone releasing properties
  申请人：——

  公开号：US20030040483A1

  公开（公告）日：2003-02-27

  Compounds of peptide mimetic nature having the general formula I 1 wherein a and b are independently 1 or 2, R 1 and R 2 are independently H or C 1-6 alkyl, G and J are independently, inter alia, aromats, and D and E are independently several different groups are growth hormone secretagogous with improved bioavailability.

  具有一般式I1的肽类类似物化合物，其中a和b独立地为1或2，R1和R2独立地为H或C1-6烷基，G和J独立地为芳香族等，D和E独立地为多种不同的基团，具有改善生物利用度的生长激素分泌剂。
• COMPOUNDS WITH GROWTH HORMONE RELEASING PROPERTIES
  申请人：NOVO NORDISK A/S

  公开号：EP0869974A1

  公开（公告）日：1998-10-14
• US6127391A
  申请人：——

  公开号：US6127391A

  公开（公告）日：2000-10-03
• US6555570B2
  申请人：——

  公开号：US6555570B2

  公开（公告）日：2003-04-29