[(S)-1-((S)-2-{(R)-1-[((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-methyl]-2-phenyl-ethylsulfanyl}-3-phenyl-propylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester | 148495-87-8

• 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: [(S)-1-((S)-2-{(R)-1-[((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-methyl]-2-phenyl-ethylsulfanyl}-3-phenyl-propylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester
• 英文别名: benzyl N-[(2S)-3-methyl-1-[[(2S)-2-[(2R)-1-[[(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]-3-phenylpropan-2-yl]sulfanyl-3-phenylpropyl]amino]-1-oxobutan-2-yl]carbamate
• CAS: 148495-87-8
• 化学式: C₄₄H₅₄N₄O₆S
• 分子量: 767.002
• InChiKey: LULYXRCKZGCTBR-BMIMKLFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  55
• 可旋转键数：
  22
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  160
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [(S)-1-((S)-2-{(R)-1-[((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-methyl]-2-phenyl-ethylsulfanyl}-3-phenyl-propylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester 在 sodium periodate 作用下， 以 甲醇 、 水 为溶剂， 反应 12.0h， 以65%的产率得到((S)-1-{(S)-2-[(R)-3-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-1-phenyl-propane-2-sulfinyl]-3-phenyl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis of C2-symmetric HIV-protease inhibitors with sulfur-containing central units

  摘要：

  Sulfide-, sulfoxide-, and sulfone- containing C2-symmetric peptide analogs were obtained stereospecifically starting from phenylalanine. The compounds were evaluated as potential HIV-protease inhibitors and found to be inactive within the limits of the assay.

  DOI：

  10.1016/s0040-4039(00)60317-9
• 作为产物：
  描述：

  D-苯丙氨酸 在 lithium aluminium tetrahydride 、 氨 、 氢溴酸 、 sodium carbonate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 氯化铵 、 sodium bromide 、 sodium nitrite 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 105.0h， 生成 [(S)-1-((S)-2-{(R)-1-[((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-methyl]-2-phenyl-ethylsulfanyl}-3-phenyl-propylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis of C2-symmetric HIV-protease inhibitors with sulfur-containing central units

  摘要：

  Sulfide-, sulfoxide-, and sulfone- containing C2-symmetric peptide analogs were obtained stereospecifically starting from phenylalanine. The compounds were evaluated as potential HIV-protease inhibitors and found to be inactive within the limits of the assay.

  DOI：

  10.1016/s0040-4039(00)60317-9

文献信息

• Synthesis of C2-symmetric HIV-protease inhibitors with sulfur-containing central units
  作者：Andrew Spaltenstein、Johann J. Leban、Eric S. Furfine

  DOI：10.1016/s0040-4039(00)60317-9

  日期：1993.2

  Sulfide-, sulfoxide-, and sulfone- containing C2-symmetric peptide analogs were obtained stereospecifically starting from phenylalanine. The compounds were evaluated as potential HIV-protease inhibitors and found to be inactive within the limits of the assay.