(2RS,7SR)-2,7-diacetoxybicyclo<2.2.1>heptane | 2979-27-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2RS,7SR)-2,7-diacetoxybicyclo<2.2.1>heptane
• 英文别名: (+/-)-2exo,7syn-diacetoxy-norbornane；(+/-)-2exo,7syn-Diacetoxy-norbornan；exo-syn-2,7-Diacetoxy-norbornan；exo,syn-2,7-Diacetoxynorbornan；[(1R,2S,4S,7R)-7-acetyloxy-2-bicyclo[2.2.1]heptanyl] acetate
• CAS: 2979-27-3；17290-00-5；91353-26-3；129760-88-9；129760-89-0；129830-55-3；129830-56-4；129830-67-7
• 化学式: C₁₁H₁₆O₄
• 分子量: 212.246
• InChiKey: LNTSWTDQYLJUEX-ZRUFSTJUSA-N

物化性质

• 沸点：
  267.7±23.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2RS,7SR)-2,7-diacetoxybicyclo<2.2.1>heptane 在 氢氧化钾 作用下， 生成 (2RS,7SR)-bicyclo<2.2.1>heptane-2,7-diol
  参考文献：
  名称：

  Energy Intake, Body Mass Index, Physical Activity, and the Colorectal Adenoma-Carcinoma Sequence

  摘要：

  Little is known about the precise relationship between energy intake, overweight, sedentary lifestyle, and steps in the colorectal adenoma-carcinoma pathway. We studied these parameters within a case-control study. Patients with adenomas < 10 mm (n = 154) or > 10 min (n = 208) were compared with polyp-free controls (n = 426) for determining factors associated with adenoma formation, i.e., observed for small and large adenomas, or with adenoma growth only. Colorectal cancer cases (n = 171) were compared with population controls (n = 309) to determine factors specific to the final stage, cancer. Exercise reduced the risk of cancer [odds ratio (OR) = 0.3, 95% confidence interval (CI) = 0.2-0.5 for high vs. low physical activity] but had little influence on adenomas. High energy intake increased the risk of cancer [OR for 5th vs. 1st quintile (OR5) = 1.6, 95% CI = 0.9-2.9, p = 0.02], but not of adenomas. High body mass index (BMI) significantly increased the risk of large adenomas (OR, = 2.1, 95% CI = 1.2-3.5, p = 0. 02 and OR5 = 1.7, 95% CI = 1.0-3.1, p = 0.25) for large and small adenomas vs. polyp-free controls. Neither height nor weight nor BMI influenced the risk of cancer. Results were unmodified when controlling for dietary risk factors and family history. Energy intake, a sedentary lifestyle, and high BMI were independently associated with a high risk of cancer use for large adenomas, which indicates an effect on promotion of colorectal tumors. These findings suggest that preventive advice regarding these factors should be provided, even late in life, to decrease the risk of colorectal cancer.

  DOI：

  10.1207/s15327914nc391_7
• 作为产物：
  描述：

  endo-3-Brom-endo-2-norbornanol 在 吡啶 、 lithium carbonate 作用下， 生成 (2RS,7SR)-2,7-diacetoxybicyclo<2.2.1>heptane
  参考文献：
  名称：

  Domain walls and phase transition initiated ultrasonic attenuation of TiNi single crystal

  摘要：

  Shape memory alloys (SMAs) undergo a ferroelastic transition and ferroelastic domains will appear in daughter phases. Domain walls (DWs) play an important role in shape memory effect and high damping capacities. Most of previous internal friction work on phase transformations and DWs was done in low frequency range (less than or equal to100 Hz) for polycrystalline samples. To obtain better understanding of the nature of SMAs, megahertz range ultrasonic attenuation (a) was measured for TiNi single crystal in this paper and attenuation peaks initiated by phase transition and DWs were observed.

  DOI：

  10.1080/00150190108008515

文献信息

• Reaction of thallium(<scp>I</scp>) acetate–iodine and silver(<scp>I</scp>) acetate–iodine with norborn-2-ene
  作者：Richard C. Cambie、Barry G. Lindsay、Peter S. Rutledge、Paul D. Woodgate

  DOI：10.1039/p19760000845

  日期：——

  The reaction of norborn-2-ene with thallium(I) acetate–iodine in several solvents has been investigated, and the products have been compared with those arising from similar treatment of norbornene with silver(I) acetate–iodine. The product distribution in each case is indicative of an ionic pathway involving initial electrophilic addition of iodine followed largely by skeletal rearrangement characteristic

  降冰片-2-烯与铊（的反应我）乙酸乙酯-碘在几种溶剂进行了研究，并与来自银的降冰片烯相似治疗引起的那些产品已进行比较（我）乙酸乙酯-碘。在每种情况下，产物的分布表明离子途径涉及初始碘的亲电子加成，随后主要是双环[2.2.1]庚基系统的骨架重排特征。
• Enzyme-Catalyzed Enantioselective and Regioselective Hydrolyses of (2<i>RS</i>,7<i>SR</i>)-2,7-Diacetoxybicyclo[2.2.1]heptane and (2<i>RS</i>,7<i>RS</i>)-2,7-Diacetoxybicydo[2.2.1]heptane
  作者：Koichiro Naemura、Nobuo Takahashi、Shunsuke Tanaka、Michi Ueno、Hiroaki Chikamatsu

  DOI：10.1246/bcsj.63.1010

  日期：1990.4

  and (+)-(2S,7R)-2-acetoxybicyclo[2.2.1]heptan-7-ol into (+)-(2R,7S)-bicyclo[2.2.1]heptane-2,7-diol (1) and (−)-(2S,7R)-bicyclo[2.2.1]heptane-2,7-diol (1), respectively, from which both enantiomers of 1 with ≥98% e.e. were readily obtained by further recrystallization. Similarly, (−)-(2R,7R)-2,7-diacetoxybicyclo[2.2.1]heptane (6) and (+)-(2S,7S)-2-acetoxybicyclo[2.2.1]heptan-7-ol (6) were converted into

  (2RS,7SR)-2,7-二乙酰氧基双环 [2.2.1] 庚烷 (2) 及其 (2RS,7RS)-异构体 6 的酶催化水解具有区域特异性和对映体特异性，产生二乙酸酯和单乙酸酯旋光形式，位于二乙酸酯中甲桥上的乙酰氧基优先水解，得到单乙酸酯。用氢化铝锂处理将 (-)-2 和 (+)-(2S,7R)-2-乙酰氧基双环[2.2.1]庚烷-7-醇转化为 (+)-(2R,7S)-双环[2.2。 1]heptane-2,7-diol (1) 和 (-)-(2S,7R)-bicyclo[2.2.1]heptane-2,7-diol (1) 分别来自其中 1 的两种对映异构体 ≥通过进一步重结晶很容易获得 98% ee。类似地，(-)-(2R,7R)-2,7-二乙酰氧基双环[2.2.1]庚烷(6)和(+)-(2S,7S)-2-乙酰氧基双环[2.2.1]庚烷-7-醇(6)被转化为(+)-(2R,7R)-双环[2。2
• Oxymercuration-demercuration of 7-substituted norbornenes and norbornadienes
  作者：William C. Baird、Maris Buza

  DOI：10.1021/jo01275a021

  日期：1968.11
• Mechanism of the Tungstic Acid Catalyzed Hydroxylation of Olefins
  作者：KLAUS A. SAEGEBARTH

  DOI：10.1021/jo01091a012

  日期：1959.9
• KOBAYASHI, SHIGEKI;KOTANI, EIICHI;ISHIJ, YOKO;TOBINAGA, SEISHO, CHEM. AND PHARM. BULL., 37,(1989) N, C. 610-614
  作者：KOBAYASHI, SHIGEKI、KOTANI, EIICHI、ISHIJ, YOKO、TOBINAGA, SEISHO

  DOI：——

  日期：——