(1S)-N-(cyclohexyl)-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethanesulfonamide | 132757-73-4

• 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)-N-(cyclohexyl)-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethanesulfonamide
• 英文别名: (1S)-2-oxo-N-cyclohexyl-bornanesulfonamide-(10)；(1S)-2-Oxo-N-cyclohexyl-bornansulfonamid-(10)；N-cyclohexyl-1-[(1S,4R)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonamide
• CAS: 132757-73-4
• 化学式: C₁₆H₂₇NO₃S
• 分子量: 313.461
• InChiKey: UXMYOCJIPLNHRV-MLGOLLRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.94
• 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)-N-(cyclohexyl)-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethanesulfonamide 在 盐酸 、 六甲基磷酰三胺 、 硫化氢 、 lithium diisopropyl amide 、 原甲酸三甲酯 作用下， 反应 38.5h， 生成 (R)-2-[(1S,4R)-1-Cyclohexylsulfamoylmethyl-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-3-phenyl-propionic acid tert-butyl ester
  参考文献：
  名称：

  从甘氨酸叔丁酯对映体选择性合成α-氨基酸

  摘要：

  描述了使用（+）- N-烷基-10-樟脑磺酰胺作为手性助剂从甘氨酸叔丁酯通过席夫碱对映体选择性合成旋光性α-氨基酸。Schiff碱5的甲基化产生较高的不对称诱导，而乙基化，烯丙基化和苄基化则产生相当的不对称诱导。除了在其中生成R构型的苄基化反应以外，主要烷基化产物的立体化学在新形成的立体异构中心为S构型。

  DOI：

  10.1016/s0040-4020(97)00372-4
• 作为产物：
  描述：

  右旋樟脑-10-磺酰氯 生成 (1S)-N-(cyclohexyl)-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethanesulfonamide
  参考文献：
  名称：

  Reliability of the time trade-off technique of utility assessment in patients with retinal disease

  摘要：

  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.

  DOI：

  10.1016/s0008-4182(01)80041-7

文献信息

• Synthesis of novel chiral Schiff bases and their application in asymmetric transfer hydrogenation of prochiral ketones
  作者：Zhongqiang Zhou、Yongjun Bian

  DOI：10.1002/hc.20494

  日期：2008.11

  Novel chiral Schiff bases were synthesized from (+)-camphor, and their application to asymmetric transfer hydrogenation of prochiral ketones is described. The asymmetric transfer hydrogenation reaction could afford excellent conversion rates (up to 97.3%) and up to 27.3% enantiomeric excess. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:682–687, 2008; Published online in Wiley InterScience (www

  由 (+)-樟脑合成了新型手性席夫碱，并描述了它们在前手性酮的不对称转移氢化中的应用。不对称转移氢化反应可以提供优异的转化率（高达 97.3%）和高达 27.3% 的对映体过量。© 2008 Wiley Periodicals, Inc. 杂原子化学 19:682–687, 2008; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20494
• trans-1-Sulfonylamino-2-isoborneolsulfonylaminocyclohexane Derivatives: Excellent Chiral Ligands for the Catalytic Enantioselective Addition of Organozinc Reagents to Ketones
  作者：Vicente J. Forrat、Oscar Prieto、Diego J. Ramón、Miguel Yus

  DOI：10.1002/chem.200501397

  日期：2006.5.24

  The catalytic enantioselective addition of different organozinc reagents (such as alkyl and aryl derivatives or in situ generated aryl, allyl alkenyl, and alkynyl derivatives obtained through different transmetallation processes) to simple ketones has been accomplished by using titanium tetraisopropoxide and chiral ligands derived from substituted trans-1-sulfonylamino-2-isoborneolsulfonylaminocyclohexane

  通过使用四异丙氧基钛和衍生自取代的反式-1-磺酰基氨基-2-异冰片醇磺酰基氨基环己烷，生成相应的叔醇，对映体过量（ee）最高> 99％。描述了一种简单有效的合成这些反应中使用的手性配体的方法。
• 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.
• Enantioselective synthesis of α-amino acids from glycine t-butyl ester
  作者：Tsai-Lung Yeh、Chun-Chen Liao、Biing-Jiun Uang

  DOI：10.1016/s0040-4020(97)00372-4

  日期：1997.8

  Enantioselective syntheses of optically active α-amino acids from glycine t-butyl ester through Schiff base employing (+)-N-alkyl-10-camphorsulfonamides as chiral auxiliaries were described. Methylation of Schiff base 5 gave high asymmetric inductions, whereas ethylation, allylation and benzylation gave fair asymmetric inductions. The stereochemistry of the major alkylation product was S configuration

  描述了使用（+）- N-烷基-10-樟脑磺酰胺作为手性助剂从甘氨酸叔丁酯通过席夫碱对映体选择性合成旋光性α-氨基酸。Schiff碱5的甲基化产生较高的不对称诱导，而乙基化，烯丙基化和苄基化则产生相当的不对称诱导。除了在其中生成R构型的苄基化反应以外，主要烷基化产物的立体化学在新形成的立体异构中心为S构型。