((1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)-N-phenylmethanesulfonamide | 81617-83-6

• 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: ((1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)-N-phenylmethanesulfonamide
• 英文别名: (1S)-2-oxo-bornane-sulfonanilide-(10)；(1S)-2-Oxo-bornan-sulfonanilid-(10)；(d-Campher)-β-sulfonsaeure-anilid；(1S)-2-Oxo-bornan-10-sulfonsaeure-anilid; (d-Campher)-sulfonsaeure-(1¹)-anilid；(1S)-2-Oxo-bornan-10-sulfonsaeure-anilid; (d-Campher)-β-sulfonsaeure-anilid；(d-Campher)-sulfonsaeure-(1¹)-anilid；1-[(1S,4R)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]-N-phenylmethanesulfonamide
• CAS: 81617-83-6
• 化学式: C₁₆H₂₁NO₃S
• 分子量: 307.414
• InChiKey: ADKFVONVCIXICR-MLGOLLRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ((1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)-N-phenylmethanesulfonamide 在 溴 作用下， 生成 (1S)-2-oxo-bornane-10-sulfonic acid-(4-bromo-anilide)
  参考文献：
  名称：

  Armstrong; Lowry, Journal of the Chemical Society, 1902, vol. 81, p. 1449

  摘要：

  DOI：
• 作为产物：
  描述：

  (1S)-3endo-bromo-2-oxo-bornane-10-sulfonic acid anilide; α-bromo-(d-camphor)-β-sulfonic acid anilide 生成 ((1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)-N-phenylmethanesulfonamide
  参考文献：
  名称：

  Armstrong; Lowry, Journal of the Chemical Society, 1902, vol. 81, p. 1449

  摘要：

  DOI：

文献信息

• Synthesis of <i>N</i>-arylsulfonamides <i>via</i> Fe-promoted reaction of sulfonyl halides with nitroarenes in an aqueous medium
  作者：Jun Jiang、Sheng Zeng、De Chen、Chaozhihui Cheng、Wei Deng、Jiannan Xiang

  DOI：10.1039/c8ob01172a

  日期：——

  A fascinating Fe-promoted protocol for the synthesis of N-arylsulfonamides has been developed. Starting from commercially available nitroarenes and sulfonyl chlorides, moderate to excellent yields of the corresponding N-arylsulfonamides can be obtained. In particular, Fe dust was the sole reductant in the transformation and it can be easily performed on a large scale.

  一种引人入胜的Fe促进的合成N-芳基磺酰胺的方案已经被开发出来。从商业上可得的硝基苯和磺酰氯出发，可以得到中等至极好的相应N-芳基磺酰胺的产率。特别是，Fe粉尘是转换中的唯一还原剂，且可以轻松地大规模进行。
• 5-(Alkynyl)dibenzothiophenium Triflates: Sulfur-Based Reagents for Electrophilic Alkynylation
  作者：Bernd Waldecker、Finn Kraft、Christopher Golz、Manuel Alcarazo

  DOI：10.1002/anie.201807418

  日期：2018.9.17

  The synthesis of a series of 5‐(alkynyl) dibenzothiophenium triflates, prepared from dibenzo[b,d]thiophene 5‐oxide and the corresponding trimethylsilyl‐substituted alkynes is reported. Their structures were determined by X‐ray crystallography, and their reactivities as electrophilic alkynylation reagents evaluated. Their broad substrate scope and functional‐group tolerance illustrate their potential

  据报道，由5-苯并[b，d]噻吩5-氧化物和相应的三甲基甲硅烷基取代的炔烃制备的一系列5-（炔基）二苯并噻吩三氟甲磺酸酯的合成。通过X射线晶体学确定其结构，并评估其作为亲电炔化试剂的反应性。它们广泛的底物范围和功能基团耐受性说明了它们有可能成为广泛使用的EBX试剂的替代品。同位素标记研究表明，炔基二苯并噻吩鎓盐可能会受到亲核试剂在α-或β-碳原子上的攻击，具体取决于其取代方式的性质。随后消除二苯并噻吩单元和其中一个基团的1,2-迁移（如果发生β-进攻）提供了所需的炔烃。
• Reliability of the time trade-off technique of utility assessment in patients with retinal disease
  作者：Hussein Hollands、Miu Lam、Joe Pater、Dave Albiani、Gary C. Brown、Melissa Brown、Alan F. Cruess、Sanjay Sharma

  DOI：10.1016/s0008-4182(01)80041-7

  日期：2001.6

  Background: Studies in medical fields other than ophthalmology have given conflicting results regarding the reliability of the time trade-off technique of utility assessment. We performed a study to determine the test-retest reliability of the time trade-off technique for assessing utilities in patients with ocular diseases of the retina and to investigate possible factors associated with differences in utility over time.Methods: Patients referred to the retina service of a tertiary care hospital in eastern Canada were eligible for the initial interview if they had best corrected vision of 20/30 or worse in at least one eye and were deemed competent to answer the required questions. Patients were interviewed prospectively between December 1999 and March 2000 during a normal 30-minute period needed for pharmacologic mydriasis to occur. Demographic, clinical (including Snellen visual acuity) and time trade-off utility information was collected through chart review and standardized interview. Patients who completed the interview successfully were called back 28 days later for follow-up.Results: Of the 138 eligible patients 112 (81.2%) completed the initial interview. Of the 112, 96 (85.7%) completed the second interview. Half of the respondents were women, and all but one respondent were white. The mean age was 65.3 years. The primary reasons for visual loss included diabetic retinopathy (59 patients [61.4%]) and age-related macular degeneration (14 patients [14.6%]). The intraclass correlation coefficient between the initial and follow-up visual utilities was 0.7634 (95% confidence interval 0.6655-0.8355).Interpretation: Our results show excellent reliability of the time trade-off technique of utility assessment in patients with ocular diseases of the retina.
• Camphorsulfonamide derivatives: a new class of chiral catalysts for the titanium alkoxide-promoted addition of dialkylzinc to aldehydes
  作者：Diego J Ramón、Miguel Yus

  DOI：10.1016/s0957-4166(97)00272-3

  日期：1997.7

  The enantioselective addition of dialkylzinc to several aldehydes, using different chiral bidentate ligands (3a-j, 4a-h) [derived from (+)-10-camphorsulfonyl chloride] and titanium alkoxide as catalysts, is studied. The influence of temperature, titanium alkoxide, stoichiometry, additive, aldehyde and ligand structure is also studied. (C) 1997 Elsevier Science Ltd.
• Reychler, Bulletin de la Societe Chimique de France, 1898, vol. <3>19, p. 125
  作者：Reychler

  DOI：——

  日期：——