4-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalene | 180581-29-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalene
• 英文别名: 13-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxy-12,14-dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene
• CAS: 180581-29-7
• 化学式: C₃₀H₃₁O₃P
• 分子量: 470.548
• InChiKey: MUSCJXZNWNRCOK-FPUALCIBSA-N

物化性质

• 沸点：
  588.0±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalene 在 叔丁基过氧化氢 作用下， 以 二氯甲烷 为溶剂， 生成 13-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxy-12,14-dioxa-13lambda5-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene 13-oxide
  参考文献：
  名称：

  On the use of seven-membered phosphorous heterocycles based on 2,2′-dihydroxy-1,1′-binaphthalene and 1,4∶3,6-dianhydro-d-mannitol in the31P NMR analysis of the enantiomeric composition of chiral alcohols

  摘要：

  Some aspects of phosphorylation of 2,2'-dihydroxy-1,1'-binaphthalene (BINOL) and 1,4:3,6-dianhydro-D-mannitol (isomannide) were investigated. The possibility of using the corresponding cyclic chloro-and amidophosphites for the analysis of enantiomeric compositions of chiral primary and secondary alcohols by P-31 NMR was examined.

  DOI：

  10.1007/bf02495644
• 作为产物：
  描述：

  13-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxy-13-selenido-12,14-dioxa-13-phosphoniapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene 在 三丁基膦 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 4-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalene
  参考文献：
  名称：

  氟离子介导的磷酸酯、酰胺和磷酸酯的水解，生成氟化磷、氟化磷酰胺和膦酸单酯盐

  摘要：

  在用 THF 的 THF 溶液处理后，氟离子促进磷酸酯和酰胺水解生成氟代磷酸酯和磷酰胺氟酸单酯盐。

  DOI：

  10.1246/cl.2008.1198

文献信息

• Enantioselective hydrogenation with inexpensive, easily available monodentate phosphite ligands
  作者：Weiping Chen、Jianliang Xiao

  DOI：10.1016/s0040-4039(01)00319-7

  日期：2001.4

  Diastereomerically pure menthyl binaphthylphosphite ligands, easily accessible from the inexpensive, racemic binaphthol, l-menthol and PCl3, are shown to be effective in the rhodium-catalysed enantioselective hydrogenation of prochiral olefins.

  非对映体纯的薄荷基亚萘基亚磷酸酯配体易于从廉价的外消旋二萘酚，1-薄荷醇和PCl 3中获得，在铑催化的前手性烯烃的对映选择性氢化中是有效的。
• An Improved Method for the Resolution of 1,1′-Binaphthalene-2,2′-Diol via a Phosphite Using (−)-Menthol as a Resolving Agent
  作者：Jue Xiao Cai、Zheng Hong Zhou、Kang Ying Li、Chi Hung Yeung、Chu Chi Tang

  DOI：10.1080/10426500210215

  日期：2002.1.1

  ( m )-Menthol reacts with phosphorus trichloride to afford menthyl phosphorodichloridite 2 , which further reacts with racemic 1,1'-binaphthalene-2,2'-diol to give phosphite ( - ) -3 in the presence of triethylamine. ( - ) -3 can be easily separated by fractional crystallization to form the crystal (+)-( S ) -3 and the mother liquor ( m )-( R ) -3 . Then both the crystal and the mother liquor are treated

  ( m )-薄荷醇与三氯化磷反应得到薄荷基二氯化磷 2 ，其在三乙胺存在下进一步与外消旋 1,1'-联萘-2,2'-二醇反应得到亚磷酸酯 (- ) -3。( - ) -3 可以很容易地通过分级结晶分离形成晶体 (+)-( S ) -3 和母液 ( m )-( R ) -3 。然后用AcOH-H 2 O处理晶体和母液，分别得到对映体纯的(m)-(S)-1和(+)-(R)-1，对映体过量高达99.7%。
• Cyclic phosphorochloridites (chloridates) based on chiral butane-2,3-diol and dihydrobenzoin as reagents for the analysis of enantiomeric compositions of alcohols by31P NMR spectroscopy
  作者：A. A. Bredikhin、Z. A. Bredikhina、L. M. Gaisina、E. I. Strunskaya、N. M. Azancheev

  DOI：10.1007/bf02494678

  日期：2000.2

  The use of cyclic phosphorochloridites which were prepared based on PCl3 and chiral butane-2,3-diol or hydrobenzoin as possible reagents for the analysis of the enantiomeric composition of chiral alcohols by31P NMR spectroscopy is considered. The diastereomeric dispersion of chemical shifts of the resulting phosphites as well as of derived phosphates and thiophosphates is compared with that of structurally

  考虑使用基于 PCl 3 和手性丁烷-2,3-二醇或氢安息香制备的环状亚磷酸酯作为可能的试剂用于通过 31 P NMR 光谱分析手性醇的对映体组成。将所得亚磷酸酯以及衍生的磷酸酯和硫代磷酸酯的化学位移的非对映体分散与结构相似的试剂进行比较。
• Studies directed toward the synthesis of chiral tungsten and molybdenum carbonyl complexes
  作者：Pathik Maji、Wei Wang、Andrew E. Greene、Yves Gimbert

  DOI：10.1016/j.jorganchem.2008.02.008

  日期：2008.5

  challenge that must be met for an asymmetric intermolecular Pauson–Khand reaction is to be able to limit the possible positions on the metal complex for the organic partners. Toward this end, the synthesis of monometallic systems derived from M(CO)6 and two bidentate ligands, in which the number of possible coordination sites is reduced to two, has been investigated.

  对于不对称的分子间Pauson-Khand反应，必须克服的主要挑战是能够限制有机配偶体在金属络合物上的可能位置。为此，已经研究了衍生自M（CO）6和两个双齿配体的单金属系统的合成，其中可能的配位点数量减少到两个。
• Method of Producing Macrocyclic Ketone, and Intermediate Thereof
  申请人：Matsuda Hiroyuki

  公开号：US20070287870A1

  公开（公告）日：2007-12-13

  A process for producing muscone by methyl addition to the 1,4-conjugation of 2-cyclopentadecenone. By the process, muscone is produced in high yield not under reaction condition including an extremely low temperature and a low concentration but under practical condition. The process comprises subjecting 2-cyclopentadecenone to a 1,4-conjugation addition reaction with an organometallic methylation reagent in the presence of a copper or nickel catalyst and an enol anion scavenger to obtain a 3-methyl-1-cyclopentadecene derivative represented by General Formula (II) and then solvolyzing the enol moiety of the 3-methyl-1-cyclopentadecene derivative to obtain muscone.

  通过对2-环戊十五烯酮的1,4-共轭加成进行甲基化反应制备肉麝香的方法。该过程在实用条件下而非包括极低温度和低浓度的反应条件下高产肉麝香。该过程包括将2-环戊十五烯酮与有机金属甲基试剂在铜或镍催化剂和烯醇阴离子清除剂的存在下进行1,4-共轭加成反应，以获得由通式（II）表示的3-甲基-1-环戊十五烯衍生物，然后溶解3-甲基-1-环戊十五烯衍生物的烯醇基团以获得肉麝香。