[1S-(1alpha,3beta,5alpha)]-6,6-二甲基-2-亚甲基双环[3.1.1]庚烷-3-醇 | 19889-99-7

• 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
• 中文名称: [1S-(1alpha,3beta,5alpha)]-6,6-二甲基-2-亚甲基双环[3.1.1]庚烷-3-醇
• 英文名称: cis-pinocarveol
• 英文别名: trans-pinocarveol；isopinocarveol；(1S,3S,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol
• CAS: 19889-99-7
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: LCYXQUJDODZYIJ-YIZRAAEISA-N

物化性质

• LogP：
  2.379 (est)
• 保留指数：
  1175

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2906199090

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	(-)-trans-pinocarveol	1674-08-4	C10H16O	152.236
  二环[3.1.1]庚烷-3-酮,6,6-二甲基-2-亚甲基-,(1S,5S)-	(1S)-pinocarvone	19890-00-7	C10H14O	150.221

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	cis-pinocarvyl acetate	75044-06-3	C12H18O2	194.274

反应信息

• 作为反应物：
  描述：

  [1S-(1alpha,3beta,5alpha)]-6,6-二甲基-2-亚甲基双环[3.1.1]庚烷-3-醇 生成 4-Nitro-benzoat des cis-Pinocarveols
  参考文献：
  名称：

  Calcium Intake and Bone Mass Development Among Israeli Adolescent Girls

  摘要：

  Objective: To determine the possible relationship between food and life style habits and bone health in adolescent Israeli females.Methods: 2,000 adolescent Israeli Jewish and Arab high-school girls (mean age 14.5) completed a semi-quantitative food frequency questionnaire and a personal history questionnaire. 27 food components were calculated fur each subject. Bone mineral content and density were determined for 112 subjects with calcium intake below 800 mg/day.Results: Average calcium intake was found to be 1,260 mg/day, but 20% of all girls had a calcium intake below 800 mg/day. All low-energy diets were very low in calcium, as mean calcium intake per 1,000 calories was 411 +/- 128 grams. A large percentage of diets with less than 800 mg calcium were also deficient in phosphorus (95.2%), magnesium (84.8%), iron (90.5%) and zinc (100%). Due to differences in food sources, Jewish girls had more phosphorus in their diet, but less magnesium and iron compared to Arab girls. Calcium and zinc deficiencies in Jewish and Arab diets were similar. A negative correlation was found between body mass index (BMI) and age at menarche for all girls in the study. Bone mineral density (BMD) measured for girls with calcium intake below 800 mg/day distributed normally around the average when compared to age matched controls despite their low calcium intake. There was a strong positive correlation between BMD and bone mineral content (BMC) at all sites and body weights.Conclusions: Low calcium intake, other nutritional deficiencies and delayed menarche due to low-energy diet in the growing period and in adolescence may prevent the formation of healthy bones. There is no evidence of lower bone mass among the low calcium intake group in the study population at this stage. It remains to be documented if the window of opportunity for optimal bone accretion for this group will be missed in the future, possibly lending to increased risk of osteoporosis.

  DOI：

  10.1080/07315724.2001.10719035
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 溶剂黄146 、 锌 作用下， 生成 [1S-(1alpha,3beta,5alpha)]-6,6-二甲基-2-亚甲基双环[3.1.1]庚烷-3-醇
  参考文献：
  名称：

  Calcium Intake and Bone Mass Development Among Israeli Adolescent Girls

  摘要：

  Objective: To determine the possible relationship between food and life style habits and bone health in adolescent Israeli females.Methods: 2,000 adolescent Israeli Jewish and Arab high-school girls (mean age 14.5) completed a semi-quantitative food frequency questionnaire and a personal history questionnaire. 27 food components were calculated fur each subject. Bone mineral content and density were determined for 112 subjects with calcium intake below 800 mg/day.Results: Average calcium intake was found to be 1,260 mg/day, but 20% of all girls had a calcium intake below 800 mg/day. All low-energy diets were very low in calcium, as mean calcium intake per 1,000 calories was 411 +/- 128 grams. A large percentage of diets with less than 800 mg calcium were also deficient in phosphorus (95.2%), magnesium (84.8%), iron (90.5%) and zinc (100%). Due to differences in food sources, Jewish girls had more phosphorus in their diet, but less magnesium and iron compared to Arab girls. Calcium and zinc deficiencies in Jewish and Arab diets were similar. A negative correlation was found between body mass index (BMI) and age at menarche for all girls in the study. Bone mineral density (BMD) measured for girls with calcium intake below 800 mg/day distributed normally around the average when compared to age matched controls despite their low calcium intake. There was a strong positive correlation between BMD and bone mineral content (BMC) at all sites and body weights.Conclusions: Low calcium intake, other nutritional deficiencies and delayed menarche due to low-energy diet in the growing period and in adolescence may prevent the formation of healthy bones. There is no evidence of lower bone mass among the low calcium intake group in the study population at this stage. It remains to be documented if the window of opportunity for optimal bone accretion for this group will be missed in the future, possibly lending to increased risk of osteoporosis.

  DOI：

  10.1080/07315724.2001.10719035

文献信息

• Chirale Diphosphinoterpene und deren Übergangsmetallkomplexe
  申请人：LANXESS Deutschland GmbH

  公开号：EP1595886A1

  公开（公告）日：2005-11-16

  Die vorliegende Erfindung betrifft chirale Diphosphinoterpene und deren Übergangsmetallkomplexe, ein Verfahren zur Herstellung chiraler Diphosphinoterpene bzw. deren Oxide und Übergangsmetallkomplexe enthaltend die chiralen Diphosphinoterpene. In einem weiteren Aspekt betrifft die Erfindung die Verwendung der chiralen Diphosphinoterpene bzw. deren Übergangsmetallkomplexe in asymmetrischen Synthesen.

  这项发明涉及手性双膦三烯和其过渡金属配合物，一种制备手性双膦三烯或其氧化物以及含有手性双膦三烯的过渡金属配合物的方法。另一个方面，该发明涉及在不对称合成中使用手性双膦三烯或其过渡金属配合物。
• Bimetallic Radical Redox-Relay Catalysis for the Isomerization of Epoxides to Allylic Alcohols
  作者：Ke-Yin Ye、Terry MCallum、Song Lin

  DOI：10.1021/jacs.9b04993

  日期：2019.6.19

  exceptionally high reactivity. Strategically, achieving synthetically useful transformations mediated by organic radicals requires both efficient initiation and selective termination events. Here, we report a new catalytic strategy, namely, bimetallic radical redox-relay, in the regio- and stereoselective rearrangement of epoxides to allylic alcohols. This approach exploits the rich redox chemistry of Ti

  有机自由基通常是具有异常高反应性的短寿命中间体。从战略上讲，实现由有机自由基介导的合成有用的转化需要有效的引发和选择性终止事件。在这里，我们报告了一种新的催化策略，即双金属自由基氧化还原继电器，用于环氧化物向烯丙醇的区域和立体选择性重排。这种方法利用了 Ti 和 Co 配合物的丰富氧化还原化学，并将还原性环氧化物开环（引发）与氢原子转移（终止）相结合。至关重要的是，在影响关键的成键和断裂事件时，Ti 和 Co 催化剂彼此进行质子转移/电子转移以实现周转，从而构成真正协同的双催化系统。
• γ-1, 4 Addition of substituted methoxyallylcopper reagents to methylvinylketone
  作者：Jean-Franç¸ois Berrien、Marie-Noe¨lle Raymond、Fatima Zaari、Henri Moskowitz、Joe¨lle Rayrargue

  DOI：10.1016/s0040-4039(99)00485-2

  日期：1999.4

  Methoxyallylcopper reagents substituted in alpha and/or beta position of methoxy group reacted regiospecifically with MVK to give gamma-1,4 adducts, i.e. ketoenolethers. gamma substituted methoxyallylcopper reagents gave mixtures of gamma-1,4 and alpha-1,4 adducts (C) 1999 Elsevier Science Ltd. All rights reserved.
• Terpenoids from the french liverwort targionia hypophylla
  作者：Yoshinori Asakawa、Masao Toyota、Annie Cheminat

  DOI：10.1016/s0031-9422(00)84508-2

  日期：1986.1
• Schmidt, Chemische Berichte, 1944, vol. 77/79, p. 544,549
  作者：Schmidt

  DOI：——

  日期：——

表征谱图