L-Lys(Boc)-L-Pro-OBu^t | 32489-85-3

• 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: L-Lys(Boc)-L-Pro-OBu^t
• 英文别名: H-Lys(Boc)-Pro-OtBu；tert-butyl (2S)-1-[(2S)-2-amino-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]pyrrolidine-2-carboxylate
• CAS: 32489-85-3
• 化学式: C₂₀H₃₇N₃O₅
• 分子量: 399.531
• InChiKey: YFSVFURSNNCWBD-GJZGRUSLSA-N

物化性质

• 沸点：
  543.2±50.0 °C(Predicted)
• 密度：
  1.100±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  L-Lys(Boc)-L-Pro-OBu^t 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 反应 5.0h， 生成 赖诺普利
  参考文献：
  名称：

  On theMichael type addition of dipeptides to 4-oxo-4-phenyl-2-butenoic acid derivatives

  摘要：

  DOI：

  10.1007/bf00809215
• 作为产物：
  描述：

  Nε-Boc-Nα-Cbz-L-赖氨酸 在 palladium on activated charcoal N-甲基吗啉 、 氢气 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， -15.0~25.0 ℃ 、101.33 kPa 条件下， 反应 10.58h， 生成 L-Lys(Boc)-L-Pro-OBu^t
  参考文献：
  名称：

  NAcSDKP Analogues Resistant to Angiotensin-Converting Enzyme

  摘要：

  Two series of analogues of the tetrapeptide NAcSDKP, an inhibitor of hematopoietic stem cell proliferation, were prepared, and their enzymatic stability toward rabbit lung angiotensin-converting enzyme (ACE) was evaluated as well as their capacity to inhibit NAcSDKP hydrolysis by this enzyme. In the first series, each of the peptide bonds has been successively replaced by an aminomethylene bond. In the second one, the C-terminus of the peptide has been modified by decarboxylation or amidation. The results reported here indicate that all of these molecules but one have good stability toward the enzyme but none of the compounds is able to inhibit NAcSDKP hydrolysis by ACE.

  DOI：

  10.1021/jm9701132

文献信息

• A Stereoselective Synthesis of<i>N</i>-[(<i>S</i>)-1-Ethoxycarbonyl-3-phenylpropyl]-L-alanine Derivatives by Means of Reductive Amination
  作者：Genji Iwasaki、Rieko Kimura、Naganori Numao、Kiyosi Kondo

  DOI：10.1246/cl.1988.1691

  日期：1988.10.5

  A stereoselective synthesis of N-[(S)-1-ethoxycarbonyl-3-phenylpropyl]-l-alanine, a portion of the molecule of angiotensin converting-enzyme(ACE) inhibitors, by reductive amination utilizing catecholborane and further applications of the reaction to the synthesis of ACE inhibitors are described.

  描述了一种立体选择性的合成方法，合成N-[(S)-1-乙氧羧基-3-苯基丙基]-l-丙氨酸，这是血管紧张素转换酶（ACE）抑制剂分子的一部分，采用还原胺化法使用了对苯二醇硼烷，并进一步探讨了该反应在ACE抑制剂合成中的应用。
• A practical and diastereoselective synthesis of angiotensin converting enzyme inhibitors.
  作者：Genji IWASAKI、Rieko KIMURA、Naganori NUMAO、Kiyosi KONDO

  DOI：10.1248/cpb.37.280

  日期：——

  The diastereoselective synthesis of a series of potent angiotensin converting enzyme (ACE) inhibitors is described. The optically active intermediate, N-carbamyl (R)-2-amino-4-phenylbutyric acid (2) leading to (R)-2-halogeno or (R)-2-hydroxy-4-phenylbutyric acid was prepared by asymmetric hydrolysis of DL-5-phenethylhydantoin (1) by microbial hydantoinase. The halogenoester was subjected to SN2 reaction with L-amino acid derivatives to afford N-substituted amino acids, which were easily converted to ACE inhibitors or intermediates by deprotection.

  描述了一系列有效的血管紧张素转化酶（ACE）抑制剂的立体选择性合成。通过微生物氢氨酰化酶的不对称水解法，制备了光学活性中间体N-carbamyl (R)-2-amino-4-phenylbutyric acid (2)，该中间体可进一步转化为(R)-2-卤代或(R)-2-羟基-4-苯基丁酸。卤代酯通过SN2反应与L-氨基酸衍生物反应，生成N-取代氨基酸，这些化合物通过去保护反应可以很容易转化为ACE抑制剂或中间体。
• Alkylamino-furanon-derivatives
  申请人：Richter Gedeon Vegyeszeti Gyar R.T.

  公开号：US04725617A1

  公开（公告）日：1988-02-16

  The present invention relates to a compound of the formula (I) ##STR1## wherein R.sup.1 stands for methyl or a group of the formula R.sup.3 --NH--(CH.sub.2).sub.4 --wherein R.sup.3 is hydrogen or a protective group being compatible with the peptide bond, R.sup.2 represents hydrogen, a protective group being compatible with the peptide bond or a cation derived from an organic or inorganic base the pharmaceutically acceptable salts and diastereomers thereof. The compounds of the invention are useful for inhibiting the effect of the angiotensin converting ensime and they can be used in the therapy as blood pressure reducing agents and for the treatment of cardiac failure and glaucoma.

  本发明涉及一种式（I）的化合物：##STR1## 其中R.sup.1代表甲基或式R.sup.3--NH--(CH.sub.2).sub.4--的基团，其中R.sup.3是氢或与肽键兼容的保护基团，R.sup.2代表氢，与肽键兼容的保护基团或由有机或无机碱导出的阳离子，其药物可接受的盐和对映异构体。本发明的化合物可用于抑制血管紧张素转化酶的作用，并可用于治疗降低血压的药物和治疗心力衰竭和青光眼的药物。
• Amino thiol dipeptides
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04500518A1

  公开（公告）日：1985-02-19

  Amino thiol substituted dipeptides of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.

  公开了式子为##STR1##的氨基巯基取代二肽。这些化合物由于它们的血管紧张素转换酶抑制活性而被用作降压剂，并且根据X的定义，它们也可以由于它们的脑啡肽酶抑制活性而被用作镇痛剂。
• Intermediates for preparing amino thiol dipeptides
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04558150A1

  公开（公告）日：1985-12-10

  Intermediates of the formula ##STR1## are disclosed. These compounds are useful in the preparation of amino thiol dipeptides possessing angiotensin converting enzyme inhibition activity and enkephalinase inhibition activity.

  公式##STR1##的中间体已被披露。这些化合物在制备具有血管紧张素转换酶抑制活性和脑啡肽酶抑制活性的氨基巯基二肽中是有用的。