9H-fluoren-9-ylmethyl N-[(2S)-1-[[(2R)-1-[[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]amino]-3-[(2,6-dimethoxy-4-methylphenyl)methylsulfanyl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]carbamate | 1403825-77-3

• 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: 9H-fluoren-9-ylmethyl N-[(2S)-1-[[(2R)-1-[[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]amino]-3-[(2,6-dimethoxy-4-methylphenyl)methylsulfanyl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]carbamate
• CAS: 1403825-77-3
• 化学式: C₃₇H₄₆N₄O₇S
• 分子量: 690.861
• InChiKey: JWRUYYICXGLMCE-ANZMCEIWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  49
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  183
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  9H-fluoren-9-ylmethyl N-[(2S)-1-[[(2R)-1-[[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]amino]-3-[(2,6-dimethoxy-4-methylphenyl)methylsulfanyl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]carbamate 在 三异丙基硅烷 、 三氟乙酸 作用下， 以 水 为溶剂， 反应 0.5h， 生成 Fmoc-Ala-Cys-Leu-NH2
  参考文献：
  名称：

  Acid-Labile Cys-Protecting Groups for the Fmoc/tBu Strategy: Filling the Gap

  摘要：

  To address the existing gap in the current set of acid-labile Cys-protecting groups for the Fmoc/fBu strategy, diverse Fmoc-Cys(PG)-OH derivatives were prepared and incorporated into a model tripeptide to study their stability against TFA. S-Dpm proved to be compatible with the commonly used S-Trt group and was applied for the regioselecive construction of disulfide bonds.

  DOI：

  10.1021/ol302550p
• 作为产物：
  描述：

  Fmoc-L-亮氨酸 、 Fmoc-L-丙氨酸 、 在 2-肟氰乙酸乙酯 、 N,N'-二异丙基碳二亚胺 、 哌啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以59%的产率得到9H-fluoren-9-ylmethyl N-[(2S)-1-[[(2R)-1-[[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]amino]-3-[(2,6-dimethoxy-4-methylphenyl)methylsulfanyl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]carbamate
  参考文献：
  名称：

  Acid-Labile Cys-Protecting Groups for the Fmoc/tBu Strategy: Filling the Gap

  摘要：

  To address the existing gap in the current set of acid-labile Cys-protecting groups for the Fmoc/fBu strategy, diverse Fmoc-Cys(PG)-OH derivatives were prepared and incorporated into a model tripeptide to study their stability against TFA. S-Dpm proved to be compatible with the commonly used S-Trt group and was applied for the regioselecive construction of disulfide bonds.

  DOI：

  10.1021/ol302550p

文献信息

• Acid-Labile Cys-Protecting Groups for the Fmoc/<i>t</i>Bu Strategy: Filling the Gap
  作者：Miriam Góngora-Benítez、Lorena Mendive-Tapia、Iván Ramos-Tomillero、Arjen C. Breman、Judit Tulla-Puche、Fernando Albericio

  DOI：10.1021/ol302550p

  日期：2012.11.2

  To address the existing gap in the current set of acid-labile Cys-protecting groups for the Fmoc/fBu strategy, diverse Fmoc-Cys(PG)-OH derivatives were prepared and incorporated into a model tripeptide to study their stability against TFA. S-Dpm proved to be compatible with the commonly used S-Trt group and was applied for the regioselecive construction of disulfide bonds.