(6S)-1-benzyl-6-isopropylpiperazine-2,5-dione | 427888-21-9

• 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: (6S)-1-benzyl-6-isopropylpiperazine-2,5-dione
• 英文别名: (2S)-1-N-benzyl-2-isopropyl-piperazine-3,6-dione；(6S)-1-benzyl-6-propan-2-ylpiperazine-2,5-dione
• CAS: 427888-21-9
• 化学式: C₁₄H₁₈N₂O₂
• 分子量: 246.309
• InChiKey: ZUABIBXKVANWKE-ZDUSSCGKSA-N

物化性质

• 沸点：
  498.2±45.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (6S)-1-benzyl-6-isopropylpiperazine-2,5-dione 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-[(3'R,6'S)-1'-benzyl-5'-ethoxy-3',6'-dihydro-6'-isopropylpyrazin-3'-yl-2'-one]-3-[(3''R,6''S)-1''-benzyl-5''-ethoxy-3'',6''-dihydro-6''-isopropylpyrazin-3''-yl-2''-one]propane
  参考文献：
  名称：

  A new stereocontrolled synthesis of uncommon tripeptides derived from 2,6-diaminopimelic acid (2,6-DAP)

  摘要：

  The stereocontrolled synthesis of uncommon tripeptides 8 and 11a-c, structural variants of 2,6-diaminopimelic acid. was carried out starting from the mono-lactim ether 1 easily obtained from L-valine. The configurations of the introduced stereogenic centers were assigned on the basis of H-1 NMR spectroscopic data. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00002-2
• 作为产物：
  描述：

  (S)-N-benzyl-N-chloroacetylvaline methyl ester 在 氨 作用下， 以 乙醇 为溶剂， 生成 (6S)-1-benzyl-6-isopropylpiperazine-2,5-dione
  参考文献：
  名称：

  A new stereocontrolled synthesis of uncommon tripeptides derived from 2,6-diaminopimelic acid (2,6-DAP)

  摘要：

  The stereocontrolled synthesis of uncommon tripeptides 8 and 11a-c, structural variants of 2,6-diaminopimelic acid. was carried out starting from the mono-lactim ether 1 easily obtained from L-valine. The configurations of the introduced stereogenic centers were assigned on the basis of H-1 NMR spectroscopic data. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00002-2

文献信息

• Orthogonally Protected Schöllkopf’s Bis-lactim Ethers for the Asymmetric Synthesis of α-Amino Acid Derivatives and Dipeptide Esters
  作者：Steven Bull、Marc Hutchby、Adam Sedgwick

  DOI：10.1055/s-0035-1561943

  日期：——

  the aza-enolates of orthogonally protected chiral bis-lactim ethers with electrophiles proceeds with good levels of diastereocontrol to afford trans-alkylated adducts that can be efficiently deprotected via hydrolysis/hydrogenation procedures to afford non-proteinogenic α-amino acid or dipeptide ester derivatives. Alkylation of the aza-enolates of orthogonally protected chiral bis-lactim ethers with electrophiles

  摘要 的氮杂-烯醇化物的烷基化正交保护的手性双内酰亚胺醚与diastereocontrol，得到良好水平电体进行反式烷基化的加合物，可以通过水解/氢化方法有效地脱保护，得到非蛋白原α氨基酸或二肽酯衍生品。 的氮杂-烯醇化物的烷基化正交保护的手性双内酰亚胺醚与diastereocontrol，得到良好水平电体进行反式烷基化的加合物，可以通过水解/氢化方法有效地脱保护，得到非蛋白原α氨基酸或二肽酯衍生品。
• Reactivity as glycine templates of 1,2-dialkyl-2,4-dihydro-1H-pyrazino[2,1-b]quinazoline-3,6-diones
  作者：Félix L. Buenadicha、Carmen Avendaño、Mónica Söllhuber

  DOI：10.1016/s0957-4166(01)00515-8

  日期：2001.11

  The 1-methyl(iso-propyl)-2-benzyl-2,4-dihydro-1H-pyrazino[2,1-b]quinazoline-3,6-diones 8 and 9 could be regio- and diastereoselectively alkylated at C(4) with retention of configuration at both stereocentres. (C) 2002 Elsevier Science Ltd. All rights reserved.