5-Methoxycarbonyl-1α-hydroxy-9α-methyl-6-oxo-Δ⁵⁽¹⁰⁾-octalin | 124650-59-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Methoxycarbonyl-1α-hydroxy-9α-methyl-6-oxo-Δ⁵⁽¹⁰⁾-octalin
• 英文别名: methyl (4aR,5R)-5-hydroxy-4a-methyl-2-oxo-3,4,5,6,7,8-hexahydronaphthalene-1-carboxylate
• CAS: 124650-59-5
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: QOQDETUIPXSTGO-ZWNOBZJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 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：

  5-Methoxycarbonyl-1α-hydroxy-9α-methyl-6-oxo-Δ⁵⁽¹⁰⁾-octalin 、 (R)-methoxytrifluoromethylphenylacetyl chloride 生成 methyl (4aR,5R)-4a-methyl-2-oxo-5-(3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy-3,4,5,6,7,8-hexahydronaphthalene-1-carboxylate
  参考文献：
  名称：

  CHEM. AND PHARM. BULL., 34,(1986) N 6, 2660-2663

  摘要：

  DOI：
• 作为产物：
  描述：

  (+/-)-3,4,8,8a-tetrahydro-8a-methyl-5-methoxycarbonyl-1,6(2H,7H)-naphthalenedione 在 吡啶 、 sodium tetrahydroborate 、 β-amylase from wheat 作用下， 以 甲醇 、 phosphate buffer 为溶剂， 反应 18.0h， 生成 5-Methoxycarbonyl-1α-hydroxy-9α-methyl-6-oxo-Δ⁵⁽¹⁰⁾-octalin
  参考文献：
  名称：

  Enzymatic resolution of cis- and trans-1,2,3,4,6,7,8,8a-octahydro-8a-methyl-6-oxo-naphthyl acetate derivatives

  摘要：

  Extensive screenings using commercially available enzymes were performed in relation to the asymmetric hydrolysis reactions of the (+/-)-cis-(1, 3 and 5) and (+/-)-trans-1,2,3,4,6,7,8,8a-octahydro-8a-methyl-6-oxo-naphthyl acetates (7, 9 and 11). The combinations of enzymes from plants and cis-equatorial compounds as well as the combinations of lipases from microorganisms and trans-axial-5-methoxycarbonyl acetate showed high enantiomeric ratio in asymmetric hydrolysis. However, the enantiomeric ratio of the combinations of lipases from microorganisms and trans-axial isomers except trans-axial-5-methoxycarbonyl derivative was less satisfactory. High E values (>200) were observed when beta-amylase from wheat and lipase from Candida cylindracea were used for the (+/-)-cis-acetate 1 and the (+/-)-trans-isomer 7, respectively, to obtain the corresponding chiral products with high enantiomeric ratios (>99:1). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00551-7

文献信息

• INAYAMA, SEIJCHI;SHIMIZU, NOBUKO;OHKURA, TAMIKO;AKITA, HIROYUKI;OISHI, TA+, CHEM. AND PHARM. BULL., 37,(1989) N, C. 712-717
  作者：INAYAMA, SEIJCHI、SHIMIZU, NOBUKO、OHKURA, TAMIKO、AKITA, HIROYUKI、OISHI, TA+

  DOI：——

  日期：——