N-Boc-BTD | 124602-20-6

• 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-Boc-BTD
• 英文别名: (3R,6S,8aS)-6-((tert-Butoxycarbonyl)amino)-5-oxohexahydro-2H-thiazolo[3,2-a]pyridine-3-carboxylic acid；(3R,6S,8aS)-6-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxo-2,3,6,7,8,8a-hexahydro-[1,3]thiazolo[3,2-a]pyridine-3-carboxylic acid
• CAS: 124602-20-6
• 化学式: C₁₃H₂₀N₂O₅S
• 分子量: 316.378
• InChiKey: GSKFHLHROGBPGR-CIUDSAMLSA-N

物化性质

• 沸点：
  562.4±50.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-Boc-BTD 在 2,3,5-三甲基吡啶 、 sodium hydroxide 、 N,N'-羰基二咪唑 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 (3R,6S,8aS)-5-Oxo-6-phenylmethanesulfonylamino-hexahydro-thiazolo[3,2-a]pyridine-3-carboxylic acid
  参考文献：
  名称：

  Rational design, synthesis, and serine protease inhibitory activity of a novel P1-argininal derivative featuring a conformationally constrained P2–P3 bicyclic lactam moiety

  摘要：

  Based on molecular modeling and judicious combination of the salient topographic features of the recently discovered P-3-lactam derivative 1 with the P-2-prolyl derivatives 2a,b, the novel thrombin inhibitor 3a was designed. Inhibitor 3a incorporates a fused bicyclic lactam as a novel type of P-2-P-3 dipeptide surrogate. The synthesis and biological activity of this potent serine protease inhibitor is presented. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00004-8
• 作为产物：
  描述：

  N-叔丁氧羰基-L-谷氨酸 1-甲酯 在 palladium on activated charcoal 吡啶 、 三乙基硅烷 、 4-二甲氨基吡啶 、 4 A molecular sieve 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 丙酮 、 乙腈 为溶剂， 反应 24.0h， 生成 N-Boc-BTD
  参考文献：
  名称：

  Rational design, synthesis, and serine protease inhibitory activity of a novel P1-argininal derivative featuring a conformationally constrained P2–P3 bicyclic lactam moiety

  摘要：

  Based on molecular modeling and judicious combination of the salient topographic features of the recently discovered P-3-lactam derivative 1 with the P-2-prolyl derivatives 2a,b, the novel thrombin inhibitor 3a was designed. Inhibitor 3a incorporates a fused bicyclic lactam as a novel type of P-2-P-3 dipeptide surrogate. The synthesis and biological activity of this potent serine protease inhibitor is presented. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00004-8

文献信息

• Bicyclic turned dipeptide (BTD) as a β-turn mimetic; its design, synthesis and incorporation into bioactive peptides
  作者：Ukon Nagai、Kazuki Sato、Rika Nakamura、Rika Kato

  DOI：10.1016/s0040-4020(01)90216-9

  日期：1993.3

  After reviewing the development of β-turn mimetics briefly, design, synthesis and incorporation into bioactive peptides of BTD will be mentioned. The biological activity of the BTD containing peptides and synthesis of some BTD derivatives will also be described.

  在简要回顾了β-turn模拟物的发展之后，将提及BTD的设计，合成和并入BTD的生物活性肽。还将描述含BTD的肽的生物活性以及一些BTD衍生物的合成。
• Rational design, synthesis, and serine protease inhibitory activity of a novel P1-argininal derivative featuring a conformationally constrained P2–P3 bicyclic lactam moiety
  作者：Susan Y. Tamura、Erick A. Goldman、Terence K. Brunck、William C. Ripka、J. Edward Semple

  DOI：10.1016/s0960-894x(97)00004-8

  日期：1997.2

  Based on molecular modeling and judicious combination of the salient topographic features of the recently discovered P-3-lactam derivative 1 with the P-2-prolyl derivatives 2a,b, the novel thrombin inhibitor 3a was designed. Inhibitor 3a incorporates a fused bicyclic lactam as a novel type of P-2-P-3 dipeptide surrogate. The synthesis and biological activity of this potent serine protease inhibitor is presented. (C) 1997, Elsevier Science Ltd.