4-methoxy-4,7,7-trimethyl-bicyclo[4.1.0]heptan-3-ol | 99341-68-1

• 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: 4-methoxy-4,7,7-trimethyl-bicyclo[4.1.0]heptan-3-ol
• 英文别名: (1R,3R,4R,6S)-(-)-4,7,7-trimethyl-4-methoxy-3-bicyclo[4.1.0]heptanol；(1S,3R)-(-)-3-methoxy-4-isocaranol；(1S:3R)-3r-methoxy-caranol-(4t)；(1R,3R,4R,6S)-4-methoxy-4,7,7-trimethylbicyclo[4.1.0]heptan-3-ol
• CAS: 99341-68-1
• 化学式: C₁₁H₂₀O₂
• 分子量: 184.279
• InChiKey: XFJARCYMVJCFTJ-PKIKSRDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-methoxy-4,7,7-trimethyl-bicyclo[4.1.0]heptan-3-ol 在 三光气 、 sodium 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 63.0h， 生成 3-(4-methoxy-4,7,7-trimethyl-bicyclo[4.1.0]hept-3-yloxy)-4-styryl-1-(4-methoxyphenyl)azetidin-2-one
  参考文献：
  名称：

  Triphosgene: a versatile reagent for the synthesis of azetidin-2-ones

  摘要：

  An efficient use of triphosgene, as an acid activator, for the synthesis of substituted azetidin-2-ones via ketene-imine cyclo-addition reaction using various acids and imines have been described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00094-7
• 作为产物：
  描述：

  (+)-3-蒈烯 在 双氧水 、 氯甲酸乙酯 、 对甲苯磺酸 、 sodium phosphate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 4-methoxy-4,7,7-trimethyl-bicyclo[4.1.0]heptan-3-ol
  参考文献：
  名称：

  Triphosgene: a versatile reagent for the synthesis of azetidin-2-ones

  摘要：

  An efficient use of triphosgene, as an acid activator, for the synthesis of substituted azetidin-2-ones via ketene-imine cyclo-addition reaction using various acids and imines have been described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00094-7

文献信息

• An Efficient One-Pot Synthesis of Azidoformates from Alcohols Using Triphosgene: Synthesis of<i>N</i>-Carbobenzyloxy Azetidin-2-ones
  作者：A. R. Deshmukh、R. T. Patil、Ghazala Parveen、V. K. Gumaste、B. M. Bhawal

  DOI：10.1055/s-2002-33512

  日期：——

  Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune - 411 008, IndiaFax [phone]; E-mail: [e-mail] 30 May 2002Synlett 2002, No. 9, Print: 02 09 2002. Art Id.1437-2096,E;2002,0,09,1455,1458,ftx,en;G15202ST.pdf. © Georg Thieme Verlag Stuttgart · New YorkISSN 0936-5214Abstract: An efficient use of triphosgene for the preparation of var-ious azidoformates

  有机化学部（合成），国家化学实验室，浦那 - 411 008，印度传真 [phone]；电子邮件：[e-mail] 30 May 2002Synlett 2002, No. 9, Print: 02 09 2002. Art Id.1437-2096,E;2002,0,09,1455,1458,ftx,en ;G15202ST.pdf。© Georg Thieme Verlag STuttgart · New YorkISSN 0936-5214 摘要：描述了一种有效利用三光气从醇和叠氮化钠制备各种叠氮甲酸酯的方法。该方法适用于包括葡萄糖二丙酮在内的各种手性醇，得到相应的叠氮甲酸酯。其中一种叠氮甲酸酯已成功用于合成N-羧苄氧基-内酰胺类化合物。 关键词：叠氮甲酸酯，醇，叠氮化钠，三光气，azetidin-2-one
• Copper(II) Tetrafluoroborate Catalyzed Ring-Opening Reaction of Epoxides with Alcohols at Room Temperature
  作者：José Barluenga、Henar Vázquez-Villa、Alfredo Ballesteros、José M. González

  DOI：10.1021/ol025997k

  日期：2002.8.1

  [reaction: see text] Efficient ring opening of different epoxides by reaction with representative alcohols is presented. These processes were carried out at room temperature and rely on the usefulness of commercial copper tetrafluoroborate as catalyst.

  [反应：见正文]通过与代表性的醇反应，提出了不同环氧化物的有效开环。这些方法在室温下进行，并依赖于商业四氟硼酸铜作为催化剂的实用性。
• Syntheses and reactions of terpene β-hydroxyselenides and β-hydroxydiselenides
  作者：Jacek Ścianowski、Zbigniew Rafiński、Andrzej Wojtczak、Krzysztof Burczyński

  DOI：10.1016/j.tetasy.2009.12.001

  日期：2009.12

  A convenient method for the synthesis of optically active trans-hydroxyselenides and trans-hydroxydiselenides from the bicyclic terpene group based on the reactions of sodium selenide or sodium diselenide with cis- and trans-(+)-3-carane, trans-(+)-2-carane and (-)-beta-pinane epoxides is described. The corresponding cis-hydroxy and cis-methoxydiselenides were obtained in the reaction of sodium diselenide with beta-hydroxy- and beta-methoxytosylates. The influence of a hydroxy group at the beta-position on the diastereomeric ratio of the products of the asymmetric methoxyselenenylation of styrene has been established by composition of the products, crystal structure analyses, and theoretical calculations using a DFT method on the B3LYP level (6-311G(d)). (C) 2009 Elsevier Ltd. All rights reserved.
• Reactions of stereoisomeric 3,4-epoxycaranes with alcohols in acidic media
  作者：Z. G. Isaeva、G. A. Bakaleinik

  DOI：10.1007/bf00947729

  日期：1985.3
• Issajewa; Arbusow, Zhurnal Obshchei Khimii, 1949, vol. 19, p. 893,897, 903
  作者：Issajewa、Arbusow

  DOI：——

  日期：——