(2S,4R)-(+)-trans-4-methyl-tetrahydro-5-oxo-2-furancarboxylic acid | 88218-39-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (2S,4R)-(+)-trans-4-methyl-tetrahydro-5-oxo-2-furancarboxylic acid
• 英文别名: (2R,4S)-4-Carboxy-2-methylbutan-4-olide；(2S,4R)-tetrahydro-4-methyl-5-oxo-2-furancarboxylic acid；(2S,4R)-4-methyl-5-oxooxolane-2-carboxylic acid
• CAS: 88218-39-7
• 化学式: C₆H₈O₄
• 分子量: 144.127
• InChiKey: VVRZSEJAVZUPSO-DMTCNVIQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S,4R)-(+)-trans-4-methyl-tetrahydro-5-oxo-2-furancarboxylic acid 在 Pd-BaSO₄ 氯化亚砜 、 四甲基硫脲 、 氢气 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 (+)-marmelo lactone A
  参考文献：
  名称：

  Nishida, Yoshihiro; Ohrui, Hiroshi; Meguro, Hiroshi, Agricultural and Biological Chemistry, 1983, vol. 47, # 9, p. 2123 - 2126

  摘要：

  DOI：
• 作为产物：
  描述：

  erythro-γ-methyl-L-glutamic acid 在 硫酸 、 sodium nitrite 作用下， 生成 (2S,4R)-(+)-trans-4-methyl-tetrahydro-5-oxo-2-furancarboxylic acid
  参考文献：
  名称：

  Nishida, Yoshihiro; Ohrui, Hiroshi; Meguro, Hiroshi, Agricultural and Biological Chemistry, 1983, vol. 47, # 9, p. 2123 - 2126

  摘要：

  DOI：

文献信息

• Histidyl peptide derivatives
  申请人：Japan Tobacco Inc.

  公开号：US05151497A1

  公开（公告）日：1992-09-29

  Novel peptide derivatives of the following formula ##STR1## wherein each symbol is as defined in the specification, pharmaceutically acceptable acid addition salts thereof and analogous copounds thereof. Since the derivatives and their pharmaceutically acceptable acid addition salts of the present invention possess stronger actions on central nervous system (e.g. antagonistic action against hypothermia, locomotor stimulant action, signal reflex stimulant action), they are of use as a therapeutic medicament for central nervous disorders such as impaired consciousness, depression, hypomnesia, the like in association association with schizophrenia, melancholia, senile dementia, sequelae of cerebrovascular disorders, head trauma, epilepsy and spinocerebellar degeneracy.

  以下是中文翻译：新型肽衍生物的化学式如下##STR1##其中每个符号如规范中定义的，其药用可接受的酸盐和类似化合物。由于本发明的衍生物及其药用可接受的酸盐具有更强的对中枢神经系统的作用（如对抗低体温的作用、促进运动的作用、刺激反射的作用），因此它们可用作治疗中枢神经系统疾病的药物，如意识障碍、抑郁症、健忘症等，与精神分裂症、忧郁症、老年性痴呆、脑血管疾病后遗症、头部创伤、癫痫和脊髓小脑变性有关。
• Chemoenzymatic synthesis of optically active 4-methyl-tetrahydro-5-oxo-2-furancarboxylic acids and esters
  作者：Sara Drioli、Cristina Forzato、Patrizia Nitti、Giuliana Pitacco、Ennio Valentin

  DOI：10.1016/s0957-4166(00)00057-4

  日期：2000.4

  Enantiomerically pure 4-methyl-tetrahydro-5-oxo-2-furancarboxylic acids and esters are prepared by enzymatic resolution of the chiral racemic esters. Their stereochemistry as well as their absolute configurations have been established by chemical correlation. The influence of the alkoxycarbonyl group at C-2 and that of the methyl group at C-4 on the sign of the Cotton effect in their CD spectra have been investigated. Formation of enantiomerically pure hydroxydiesters, precursors of the above-mentioned gamma-lactones, by baker's yeast reduction of the corresponding ketodiesters was unsatisfactory. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Nishida, Yoshihiro; Ohrui, Hiroshi; Meguro, Hiroshi, Agricultural and Biological Chemistry, 1984, vol. 48, # 5, p. 1211 - 1216
  作者：Nishida, Yoshihiro、Ohrui, Hiroshi、Meguro, Hiroshi

  DOI：——

  日期：——
• US5151497A
  申请人：——

  公开号：US5151497A

  公开（公告）日：1992-09-29
• Nishida, Yoshihiro; Ohrui, Hiroshi; Meguro, Hiroshi, Agricultural and Biological Chemistry, 1983, vol. 47, # 9, p. 2123 - 2126
  作者：Nishida, Yoshihiro、Ohrui, Hiroshi、Meguro, Hiroshi

  DOI：——

  日期：——

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