Tert-butyl 2-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylcarbamothioylamino]acetate | 1061736-55-7

• 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: Tert-butyl 2-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylcarbamothioylamino]acetate
• 英文别名: tert-butyl 2-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylcarbamothioylamino]acetate
• CAS: 1061736-55-7
• 化学式: C₂₁H₃₂N₂O₅S₂
• 分子量: 456.627
• InChiKey: XPNCLKFCLXTSLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Tert-butyl 2-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylcarbamothioylamino]acetate 、 (1S,2S,5S,6R)-3-aza-3-(fluoren-9-ylmethyloxycarbonyl)-6-{[(4-methylphenyl)diphenylmethyl]aminomethyl}bicyclo[3.1.0]hexane-2-carboxylic acid 、 Fmoc-L-丙氨酸 、 三氟乙酸 、 alkaline earth salt of/the/ methylsulfuric acid 以72%的产率得到
  参考文献：
  名称：

  Strategies for the Solid-Phase Diversification of Poly-l-proline-Type II Peptide Mimic Scaffolds and Peptide Scaffolds Through Guanidinylation

  摘要：

  A strategy for the solid-phase diversification of PPII mimic scaffolds through guanidinylation is presented. The approach involves the synthesis N-Pinc-N'-alkyl thioureas as diversification reagents. Analogues of Fmoc-Orn(Mtt)-OH can be incorporated into a growing peptide chain on Wang resin. Side chain deprotection with 1% TFA/CH(2)Cl(2) followed by EDCI-mediated reaction of N-Pmc-N'-alkyl thioureas with the side chain amine affords arginine analogues with modified guanidine head groups. The scope, limitations, and incidental chemistry are discussed.

  DOI：

  10.1021/jo8012258
• 作为产物：
  描述：

  2,2,5,7,8-pentamethylchroman-6-sulfonyl thiocyanate 、 甘氨酸叔丁酯 以 二氯甲烷 为溶剂， 反应 0.25h， 以86%的产率得到Tert-butyl 2-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylcarbamothioylamino]acetate
  参考文献：
  名称：

  Strategies for the Solid-Phase Diversification of Poly-l-proline-Type II Peptide Mimic Scaffolds and Peptide Scaffolds Through Guanidinylation

  摘要：

  A strategy for the solid-phase diversification of PPII mimic scaffolds through guanidinylation is presented. The approach involves the synthesis N-Pinc-N'-alkyl thioureas as diversification reagents. Analogues of Fmoc-Orn(Mtt)-OH can be incorporated into a growing peptide chain on Wang resin. Side chain deprotection with 1% TFA/CH(2)Cl(2) followed by EDCI-mediated reaction of N-Pmc-N'-alkyl thioureas with the side chain amine affords arginine analogues with modified guanidine head groups. The scope, limitations, and incidental chemistry are discussed.

  DOI：

  10.1021/jo8012258

文献信息

• Strategies for the Solid-Phase Diversification of Poly-<scp>l</scp>-proline-Type II Peptide Mimic Scaffolds and Peptide Scaffolds Through Guanidinylation
  作者：Stevenson Flemer、Alexander Wurthmann、Ahmed Mamai、José S. Madalengoitia

  DOI：10.1021/jo8012258

  日期：2008.10.3

  A strategy for the solid-phase diversification of PPII mimic scaffolds through guanidinylation is presented. The approach involves the synthesis N-Pinc-N'-alkyl thioureas as diversification reagents. Analogues of Fmoc-Orn(Mtt)-OH can be incorporated into a growing peptide chain on Wang resin. Side chain deprotection with 1% TFA/CH(2)Cl(2) followed by EDCI-mediated reaction of N-Pmc-N'-alkyl thioureas with the side chain amine affords arginine analogues with modified guanidine head groups. The scope, limitations, and incidental chemistry are discussed.