2S-2-hydroxy-2-((1-methoxymethyl)cyclohexyl)-N-methyl acetamide | 402913-46-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2S-2-hydroxy-2-((1-methoxymethyl)cyclohexyl)-N-methyl acetamide
• 英文别名: (2S)-2-hydroxy-2-[1-(methoxymethyl)cyclohexyl]-N-methylacetamide
• CAS: 402913-46-6
• 化学式: C₁₁H₂₁NO₃
• 分子量: 215.293
• InChiKey: SCIYUXPFINUFAY-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2S-2-hydroxy-2-((1-methoxymethyl)cyclohexyl)-N-methyl acetamide 在 硫酸 、 水 、 三溴化硼 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 (S)-4-hydroxy-2-oxa-spiro[4.5]decan-3-one
  参考文献：
  名称：

  Enantioselective synthesis of pantolactone analogues from an ephedrine-derived morpholine-dione

  摘要：

  An efficient enantioselective synthesis of beta,beta-dialkyl alpha-hydroxy gamma-butyrolactones, analogues of pantolactone, has been developed employing a stereoselective Prins reaction of chiral alkylidene morpholinones, as the key step. Enantioselective synthesis of a naturally occurring pantolactone homologue and a spiro analogue of pantolactone was achieved with this protocol. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00408-3
• 作为产物：
  描述：

  2R,3S,6R-3,4-dimethyl-2-phenyl-1,14,16-trioxa-4-aza-dispiro[5.0.5.4]hexadecane-5-one 在 三乙基硅烷 、 氨 、 sodium 、 四氯化钛 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2S-2-hydroxy-2-((1-methoxymethyl)cyclohexyl)-N-methyl acetamide
  参考文献：
  名称：

  Enantioselective synthesis of β,β-dialkyl α-hydroxy γ-butyrolactones

  摘要：

  An ephedrine-derived morpholine dione is employed in the synthesis of chiral alkylidene morpholinones that are efficiently converted to beta -substituted alpha-gamma -dihydroxy butyramides, precursors of the corresponding butyrolactones. Enantioselective synthesis of a spiro analog of pantolactone as well as a naturally occurring pantolactone homolog is achieved with this protocol. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01979-7

文献信息

• Enantioselective synthesis of β,β-dialkyl α-hydroxy γ-butyrolactones
  作者：Sunil V Pansare、Annyt Bhattacharyya

  DOI：10.1016/s0040-4039(01)01979-7

  日期：2001.12

  An ephedrine-derived morpholine dione is employed in the synthesis of chiral alkylidene morpholinones that are efficiently converted to beta -substituted alpha-gamma -dihydroxy butyramides, precursors of the corresponding butyrolactones. Enantioselective synthesis of a spiro analog of pantolactone as well as a naturally occurring pantolactone homolog is achieved with this protocol. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Enantioselective synthesis of pantolactone analogues from an ephedrine-derived morpholine-dione
  作者：Sunil V Pansare、Annyt Bhattacharyya

  DOI：10.1016/s0040-4020(03)00408-3

  日期：2003.4

  An efficient enantioselective synthesis of beta,beta-dialkyl alpha-hydroxy gamma-butyrolactones, analogues of pantolactone, has been developed employing a stereoselective Prins reaction of chiral alkylidene morpholinones, as the key step. Enantioselective synthesis of a naturally occurring pantolactone homologue and a spiro analogue of pantolactone was achieved with this protocol. (C) 2003 Elsevier Science Ltd. All rights reserved.