(3S,8S,9S,10R,13R,14S,17R)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-[1H]cyclopenta[a]phenanthren-3yl 2-naphthoate | 63520-67-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (3S,8S,9S,10R,13R,14S,17R)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-[1H]cyclopenta[a]phenanthren-3yl 2-naphthoate
• 英文别名: O-(naphthoyl-(2))-cholesterol；O-(Naphthoyl-(2))-cholesterin；Cholesteryl 2-naphthoate；[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] naphthalene-2-carboxylate
• CAS: 63520-67-2
• 化学式: C₃₈H₅₂O₂
• 分子量: 540.83
• InChiKey: NRJUEMITSYBRAL-URDOEOIASA-N

物化性质

• 沸点：
  625.8±34.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-氟苯乙烯 、 (3S,8S,9S,10R,13R,14S,17R)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-[1H]cyclopenta[a]phenanthren-3yl 2-naphthoate 在 [Ir(dF(CF₃)ppy)₂(dtbbpy)](PF₆) 作用下， 以 乙腈 为溶剂， 以58 %的产率得到
  参考文献：
  名称：

  可见光能量转移催化萘的分子间脱芳烃 [4 + 2] 环加成

  摘要：

  脱芳环加成反应可作为从平面芳族化合物创建富含 sp 3的三维分子拓扑结构的蓝图。然而，严重的反应性和选择性问题使这一过程十分艰巨。在此，我们描述了可见光能量转移催化原料萘分子与乙烯基苯的分子间脱芳烃 [4 + 2] 环加成反应。容忍范围广泛的官能团，结构多样的 2-酰基萘和苯乙烯可以很容易地转化为各种双环 [2.2.2]octa-2,5-二烯支架，产率高，内切适度-选择性。药物衍生物的后期修饰进一步证明了这种方法的广泛潜力。产品的合成后多样化进一步突出了引入方法的功效。此外，光致发光、电化学、动力学、控制实验和密度泛函理论计算支持能量转移催化。

  DOI：

  10.1039/d2sc04005k
• 作为产物：
  描述：

  1-bromo-2-naphthoyl chloride 在 铜 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 5.0h， 生成 (3S,8S,9S,10R,13R,14S,17R)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-[1H]cyclopenta[a]phenanthren-3yl 2-naphthoate
  参考文献：
  名称：

  通过 1-溴-2-萘甲酸手性醇酯的乌尔曼偶联反应部分不对称合成阻转异构体 1,1'-二萘

  摘要：

  R-和S-构型的C-手性醇的1-溴-2-萘甲酸酯的Ullmann偶联分别在联萘新形成的1,1'-键中引起R-和S-手性的轴向不对称；当手性醇为 l-薄荷醇时，光学产率高达 13%。

  DOI：

  10.1246/cl.1980.1027

文献信息

• Perioperative use of transesophageal echocardiography by anesthesiologists: Impact in noncardiac surgery and in the intensive care unit
  作者：André Y. Denault、Pierre Couture、Sylvie McKenty、Daniel Boudreault、François Plante、Roger Perron、Denis Babin、Jean Buithieu

  DOI：10.1007/bf03020529

  日期：2002.3

  Background: The American Society of Anesthesiologists (ASA) has published practice guidelines for the use of perioperative transesophageal echocardiography (TEE) but the role and impact of TEE performed by anesthesiologists outside the cardiac operating room (OR) is still poorly explored. We report our experience in the use of TEE in the noncardiac OR, the recovery room and in the intensive care unit (ICU) in a university hospital, and analyze the impact of TEE on clinical decision making.Methods: Two hundred fourteen patients were included and TEE indications were classified prospectively according to the ASA guidelines, The examinations and data sheets were reviewed by two anesthesiologists with advanced training in TEE, For each examination, it was noted if TEE altered the management according to five groups: 1) changing medical therapy; 2) changing surgical therapy; 3) confirmation of a diagnosis; 4) positioning of an intravascular device; and 5) TEE used as a substitute to a pulmonary artery catheterResults: Eighty-nine (37%), 67 (31%) and 58 (27%) patients had category I, II and III indications, The impact was more significant in category I where TEE altered therapy 60% of the time compared with 31% and 21% for categories II and III (P < 0.001). The most frequent reason for changing management was a modification in medical therapy in 53 instances (45%).Conclusion: Our results confirm a greater impact of TEE performed by anesthesiologists on clinical management for category I compared to category II and III indications in the noncardiac OR surgical setting and in the ICU.
• Zn(OTf)₂-Promoted Chemoselective Esterification of Hydroxyl Group Bearing Carboxylic Acids
  作者：Narsimha Mamidi、Debasis Manna

  DOI：10.1021/jo302502r

  日期：2013.3.15

  Selective esterification of aliphatic and aromatic carboxylic acids with various alcohols is studied using triphenylphosphine, I-2, and a catalytic amount of Zn(OTf)(2). Use of this catalyst allows the formation of esters at a faster rate with good to excellent yield by activating the in situ generated acyloxyphosphonium ion intermediate. During the esterification process, both their aromatic and aliphatic hydroxyl groups are fully preserved from trans-esterification. The results show that the bulkiness and the reactivity of this doubly activated intermediate III control the selectivity and the rate of the reaction, respectively. The method is also useful for direct amidation reactions.