(+/-)-7-oxabicyclo[2.2.1]hept-5-ene-trans-2,3-dicarboxylic acid dimethyl ester | 1984-43-6

• 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: (+/-)-7-oxabicyclo[2.2.1]hept-5-ene-trans-2,3-dicarboxylic acid dimethyl ester
• 英文别名: exo-3,6-epoxy-Δ4-tetrahydrophthalic(trans) dimethyl ester；dimethyl 7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate；7-oxa-bicyclo[2.2.1]hept-5-ene-2endo,3exo-dicarboxylic acid dimethyl ester；(+/-)-trans-7-oxa-norborn-5-en-2,3-dicarbonsaeure-dimethylester；dimethyl (1R,2S,3S,4S)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
• CAS: 1984-43-6；6828-11-1；51372-64-6；59275-03-5
• 化学式: C₁₀H₁₂O₅
• 分子量: 212.202
• InChiKey: JYJBURATEMWQOS-ULAWRXDQSA-N

物化性质

• 熔点：
  114-116 °C
• 沸点：
  288.9±40.0 °C(Predicted)
• 密度：
  1.287±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (+/-)-7-oxabicyclo[2.2.1]hept-5-ene-trans-2,3-dicarboxylic acid dimethyl ester 生成 [(1R,3R,6R,7R,9R)-4,8-dioxatricyclo[4.2.1.03,7]nonan-9-yl]methanol
  参考文献：
  名称：

  IKUMA, SYUN;SUGIEH, AKIXIKO;KATSUBEH, DZYUNKI

  摘要：

  DOI：
• 作为产物：
  描述：

  (2-endo,3-exo)-7-oxabicyclo<2.2.1>hept-5-ene-2,3-bis(carbonyl chloride) 生成 (+/-)-7-oxabicyclo[2.2.1]hept-5-ene-trans-2,3-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  IKUMA, SYUN;SUGIEH, AKIXIKO;KATSUBEH, DZYUNKI

  摘要：

  DOI：

文献信息

• Synthesis of a Carbasugar Analogue of a Putative Intermediate in the UDP-Gal<i>p</i>-Mutase Catalyzed Isomerization
  作者：Ali Sadeghi-Khomami、Alexander J. Blake、Claire Wilson、Neil R. Thomas

  DOI：10.1021/ol0517877

  日期：2005.10.1

  [reaction: see text] The synthesis of the carbasugar analogue of 1,4-anhydro-beta-d-galactopyranose, a proposed intermediate in the reaction catalyzed by uridine diphosphate-alpha-d-Galp mutase, in racemic form via Diels-Alder and Barton decarboxylation chemistry is reported. This compound was found not to inhibit the mutase from Mycobacterium tuberculosis, indicating that the enzyme does not possess

  [反应：见正文]通过Diels-Alder外消旋形式合成尿苷二磷酸-α-d-Galp突变酶催化的拟议中间产物1,4-脱水-β-d-吡喃半乳糖的羧甲基类似物。报道了Barton脱羧化学。发现该化合物不抑制来自结核分枝杆菌的突变酶，表明该酶不具有1，4-脱水β-d-吡喃半乳糖结合袋。
• A new synthon for the synthesis of aminoinositol derivatives
  作者：Nalan Korkmaz Cokol、Serdal Kaya、Metin Balci

  DOI：10.1016/j.tetlet.2017.05.099

  日期：2017.7

  The regio- and stereoselective synthesis of a new synthon, trans-3,8-dioxatricyclo[3.2.1.02,4]octane-6,7-diamine, from 7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate is reported. Transformation of the acid functionalities to acyl azides followed by Curtius rearrangement gave the corresponding trans-diisocyanate, which was reacted with HCl to produce a trans-diamino compound that is a potentially important

  从7-氧杂双环[2.2.1]庚-5-烯-2合成新的合成子反式-3,8-二氧杂三环[3.2.1.0 2,4 ]辛烷-6,7-二胺的区域和立体选择性合成据报道，3-二羧酸盐。将酸官能团转化为酰基叠氮化物，然后进行库尔修斯重排，得到相应的反式-二异氰酸酯，该反式-二异氰酸酯与HCl反应生成反式-二氨基化合物，这对于氨基环糖醇的通用合成而言可能是重要的合成子。
• Inokuma, Shun; Sugie, Akihiko; Moriguchi, Koichi, Heterocycles, 1983, vol. 20, # 6, p. 1109 - 1116
  作者：Inokuma, Shun、Sugie, Akihiko、Moriguchi, Koichi、Katsube, Junki

  DOI：——

  日期：——
• The HfCl4-Mediated Diels–Alder Reaction of Furan
  作者：Yujiro Hayashi、Masahiko Nakamura、Shigehiro Nakao、Tae Inoue、Mitsuru Shoji

  DOI：10.1002/1521-3773(20021104)41:21<4079::aid-anie4079>3.0.co;2-n

  日期：2002.11.4
• Zefirov,N.S. et al., Journal of General Chemistry of the USSR, 1966, vol. 36, p. 24 - 29
  作者：Zefirov,N.S. et al.

  DOI：——

  日期：——