(R)-4-Benzyloxymethyl-4-isobutyl-oxazolidine-2,5-dione | 181861-54-1

• 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: (R)-4-Benzyloxymethyl-4-isobutyl-oxazolidine-2,5-dione
• CAS: 181861-54-1
• 化学式: C₁₅H₁₉NO₄
• 分子量: 277.32
• InChiKey: MIHKSDYBBLLWHN-OAHLLOKOSA-N

反应信息

• 作为反应物：
  描述：

  (R)-4-Benzyloxymethyl-4-isobutyl-oxazolidine-2,5-dione 在 palladium on activated charcoal 吡啶 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 N-甲基吲哚酮 、 四丙基高钌酸铵 、 4 A molecular sieve 、 氢气 、 戴斯-马丁氧化剂 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 为溶剂， -78.0~25.0 ℃ 、101.33 kPa 条件下， 反应 23.0h， 生成 (S)-5-tert-Butyl-2-hydroxymethyl-2-isobutyl-1,2-dihydro-pyrrol-3-one
  参考文献：
  名称：

  The design and synthesis of 2,5-linked pyrrolinones. A potential non-peptide peptidomimetic scaffold

  摘要：

  The de novo design and initial synthetic studies directed toward construction of a novel non-peptide scaffold for beta-strand/sheet and related secondary peptide structural mimics are described. The scaffold, consisting of a repeating array of 2,5,5-trisubstituted pyrrolinone (enaminone) units punctuated with appropriate amino acid side chains, is conceptually related to our previously successful 3,5-linked polypyrrolinone non-peptide peptidomimetic scaffold. Construction of the 2,5,5-trisubstituted pyrrolinone ring system proceeds via intramolecular condensation of an N-protected amino dione. The latter is prepared from a protected cl-amino ketone and aldehyde via an aldol-oxidation reaction sequence. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00094-6
• 作为产物：
  描述：

  苄基氯甲基醚 在 sodium hydroxide 、 双(三甲基硅烷基)氨基钾 作用下， 以 甲醇 、 苯 为溶剂， 反应 17.16h， 生成 (R)-4-Benzyloxymethyl-4-isobutyl-oxazolidine-2,5-dione
  参考文献：
  名称：

  The design and synthesis of 2,5-linked pyrrolinones. A potential non-peptide peptidomimetic scaffold

  摘要：

  The de novo design and initial synthetic studies directed toward construction of a novel non-peptide scaffold for beta-strand/sheet and related secondary peptide structural mimics are described. The scaffold, consisting of a repeating array of 2,5,5-trisubstituted pyrrolinone (enaminone) units punctuated with appropriate amino acid side chains, is conceptually related to our previously successful 3,5-linked polypyrrolinone non-peptide peptidomimetic scaffold. Construction of the 2,5,5-trisubstituted pyrrolinone ring system proceeds via intramolecular condensation of an N-protected amino dione. The latter is prepared from a protected cl-amino ketone and aldehyde via an aldol-oxidation reaction sequence. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00094-6