(3R)-N-[(2S)-1-amino-4-methylsulfinyl-1-oxobutan-2-yl]-1,1-dioxo-8-(trifluoromethyl)-3,4-dihydro-2H-1lambda6,5,2-benzodithiazepine-3-carboxamide

• 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: (3R)-N-[(2S)-1-amino-4-methylsulfinyl-1-oxobutan-2-yl]-1,1-dioxo-8-(trifluoromethyl)-3,4-dihydro-2H-1lambda6,5,2-benzodithiazepine-3-carboxamide
• 英文别名: (3R)-N-[(2S)-1-amino-4-methylsulfinyl-1-oxobutan-2-yl]-1,1-dioxo-8-(trifluoromethyl)-3,4-dihydro-2H-1λ6,5,2-benzodithiazepine-3-carboxamide
• 化学式: C₂₇H₃₀N₃O₃PolS₂
• 分子量: 473.5
• InChiKey: QSZVUAFIRVECMW-CZWOIIKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  188
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (3R)-N-[(2S)-1-amino-4-methylsulfinyl-1-oxobutan-2-yl]-1,1-dioxo-8-(trifluoromethyl)-3,4-dihydro-2H-1lambda6,5,2-benzodithiazepine-3-carboxamide 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 tert-butyl (2S)-5-(3-azidopropylamino)-2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]-5-oxopentanoate
  参考文献：
  名称：

  Ionic liquid incorporated polystyrene resin for solid-phase peptide synthesis

  摘要：

  Ionic liquid (IL) resins with an ionic liquid environment on solid support were prepared by immobilizing ionic liquid spacers on polystyrene (PS) resin. The properties of IL resins were dramatically changed as the anions of IL were exchanged. The performance of IL resins for solid-phase peptide synthesis (SPPS) was evaluated by measuring coupling kinetics of the first amino acid and synthesizing several peptides on IL resins. (c) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.067
• 作为产物：
  描述：

  tert-butyl (2S)-5-(3-azidopropylamino)-2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]-5-oxopentanoate 在 氢氟酸 作用下， 反应 1.5h， 生成 (3R)-N-[(2S)-1-amino-4-methylsulfinyl-1-oxobutan-2-yl]-1,1-dioxo-8-(trifluoromethyl)-3,4-dihydro-2H-1lambda6,5,2-benzodithiazepine-3-carboxamide
  参考文献：
  名称：

  Solid-phase synthesis of skeletally diverse benzofused sultams via palladium-catalyzed cyclization

  摘要：

  The solid-phase synthesis of sultams from resin-bound amino acids is described. The sulfonylation of the resin-bound primary amines afforded the requisite secondary amines, after which the intramolecular Buchwald-Hartwig-type coupling forms the C-S bond. A final alkylation on the sulfonamides followed by cleavage provided the corresponding seven-membered sultams. (c) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.055
• 作为试剂：
  描述：

  L-丝氨酸 、 L-苏氨酸 、 L-亮氨酸 、 L-异亮氨酸 、 L-蛋氨酸 、 L-苯丙氨酸 、 L-色氨酸 在 (3R)-N-[(2S)-1-amino-4-methylsulfinyl-1-oxobutan-2-yl]-1,1-dioxo-8-(trifluoromethyl)-3,4-dihydro-2H-1lambda6,5,2-benzodithiazepine-3-carboxamide 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 2.0h， 生成 H-WFTTLISTIM-NH2
  参考文献：
  名称：

  Ionic liquid incorporated polystyrene resin for solid-phase peptide synthesis

  摘要：

  Ionic liquid (IL) resins with an ionic liquid environment on solid support were prepared by immobilizing ionic liquid spacers on polystyrene (PS) resin. The properties of IL resins were dramatically changed as the anions of IL were exchanged. The performance of IL resins for solid-phase peptide synthesis (SPPS) was evaluated by measuring coupling kinetics of the first amino acid and synthesizing several peptides on IL resins. (c) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.067

文献信息

• Ionic liquid incorporated polystyrene resin for solid-phase peptide synthesis
  作者：Hong-Jun Cho、Sang-Myung Lee、Sungwon Jung、Tae-Kyung Lee、Hyo-Jin Yoon、Yoon-Sik Lee

  DOI：10.1016/j.tetlet.2011.01.067

  日期：2011.3

  Ionic liquid (IL) resins with an ionic liquid environment on solid support were prepared by immobilizing ionic liquid spacers on polystyrene (PS) resin. The properties of IL resins were dramatically changed as the anions of IL were exchanged. The performance of IL resins for solid-phase peptide synthesis (SPPS) was evaluated by measuring coupling kinetics of the first amino acid and synthesizing several peptides on IL resins. (c) 2011 Elsevier Ltd. All rights reserved.
• Solid-phase synthesis of skeletally diverse benzofused sultams via palladium-catalyzed cyclization
  作者：Wenteng Chen、Zhi Li、Lili Ou、Marc A. Giulianott、Richard A. Houghten、Yongping Yu

  DOI：10.1016/j.tetlet.2011.01.055

  日期：2011.3

  The solid-phase synthesis of sultams from resin-bound amino acids is described. The sulfonylation of the resin-bound primary amines afforded the requisite secondary amines, after which the intramolecular Buchwald-Hartwig-type coupling forms the C-S bond. A final alkylation on the sulfonamides followed by cleavage provided the corresponding seven-membered sultams. (c) 2011 Elsevier Ltd. All rights reserved.