tert-butyl 2-((4R, 6S)-2,2-dimethyl-6-((E)-styryl)-1,3-dioxan-4-yl)acetate | 143840-61-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl 2-((4R, 6S)-2,2-dimethyl-6-((E)-styryl)-1,3-dioxan-4-yl)acetate
• 英文别名: tert-butyl 2-[(4R,6S)-2,2-dimethyl-6-[(E)-2-phenylethenyl]-1,3-dioxan-4-yl]acetate
• CAS: 143840-61-3
• 化学式: C₂₀H₂₈O₄
• 分子量: 332.44
• InChiKey: FHYDIICPTOWBRI-CSLLIFPHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-((4R, 6S)-2,2-dimethyl-6-((E)-styryl)-1,3-dioxan-4-yl)acetate 在 盐酸 作用下， 生成 (4R,6S,1'E)-4-hydroxy-6-(2'-phenylvinyl)-3,4,5,6-tetrahydro-2H-pyran-2-one
  参考文献：
  名称：

  New chiral blocks for introducing the side chain of HMG-CoA reductase inhibitors

  摘要：

  A couple of versatile building blocks (8 and 9) of the side chain portion found in many HMG-CoA reductase inhibitors have been prepared. The successful introduction of the side chain to an aromatic ring by 8 or 9 has been demonstrated.

  DOI：

  10.1016/s0040-4039(00)74684-3
• 作为产物：
  描述：

  (S)-5-Hydroxy-3-oxo-5-((2S,3S)-3-trimethylsilanyl-oxiranyl)-pentanoic acid tert-butyl ester 在 sodium tetrahydroborate 、 二乙基甲氧基硼烷 、 氢气 作用下， 生成 tert-butyl 2-((4R, 6S)-2,2-dimethyl-6-((E)-styryl)-1,3-dioxan-4-yl)acetate
  参考文献：
  名称：

  New chiral blocks for introducing the side chain of HMG-CoA reductase inhibitors

  摘要：

  A couple of versatile building blocks (8 and 9) of the side chain portion found in many HMG-CoA reductase inhibitors have been prepared. The successful introduction of the side chain to an aromatic ring by 8 or 9 has been demonstrated.

  DOI：

  10.1016/s0040-4039(00)74684-3

文献信息

• Asymmetric synthesis of (–)-leiocarpin A via (–)-(<i>S</i>)-goniothalamin employing Julia–Kocienski olefination
  作者：Suresh Babu Meruva、Raghavendra Rao K.、Aaseef Mohammed、Vilas H. Dahanukar、U. K. Syam Kumar、P. K. Dubey

  DOI：10.1080/00397911.2015.1128546

  日期：2016.1.17

  ABSTRACT A concise and enantioselective syntheses of antileukemic natural products such as (–)-(S)-goniothalamin and (–)-leiocarpin A has been accomplished in excellent yields. By employing reported conditions on suitable substrates via Julia–Kocienski olefination, intramolecular lactonization, and subsequently dehydroxylative olefination, (–)-(S)-goniothalamin was synthesized. Then Sharpless asymmetric

  摘要 抗白血病天然产物如 (-)-(S)-goniothalamin 和 (-)-leiocarpin A 的简洁和对映选择性合成已经以优异的产率完成。通过 Julia-Kocienski 烯化、分子内内酯化和随后的脱羟基烯化，在合适的底物上采用报道的条件，合成了 (-)-(S)-goniothalamin。然后 Sharpless 不对称二羟基化 - (-)-(S)-goniothalamin 上的分子内迈克尔加成提供 (-)-leiocarpin A。图形摘要
• [EN] PROCESS FOR THE PREPARATION OF UNSATURATED ESTERS<br/>[FR] PROCEDE DE PREPARATION D'ESTERS NON SATURES
  申请人：AVECIA LTD

  公开号：WO2004052823A1

  公开（公告）日：2004-06-24

  A process for the preparation of an unsaturated ester of Formula (1); wherein: R1 and R2 are each independently hydroxy protecting groups; R3 is optionally substituted C,_18alkyl; R4 is an organic group; and R5 is H, an organic group or R4 and R5 together with the C atom to which they are attached form a ring which is a component of an organic group; which comprises reacting a compound of Formula (2); wherein R1, R2 and R3 are as defined above; with an oxidising agent in the presence of a compound of formula R4-CHR5-Y wherein R4 and R5 are as defined above and Y represents a group forming a Wittig reagent; a P, As or Sb-containing Horner-Wadsworth Emmons reagent; a P(III), As (III) or Sb(III) precursor of a Horner-Wadsworth Emmons reagent; a Warren reagent; or a ylid precursor; and optionally a base.

  一种制备式（1）不饱和酯的方法；其中：R1和R2各自独立地为羟基保护基；R3为可选的取代C18烷基；R4为有机基团；R5为H、有机基团或R4和R5与它们所连接的C原子共同形成一个环，该环是有机基团的组成部分；该方法包括将式（2）化合物与氧化剂在式R4-CHR5-Y的化合物存在下反应，其中R1、R2和R3如上定义，R4和R5如上定义，Y代表形成Wittig试剂、P、As或Sb含有的Horner-Wadsworth Emmons试剂、P（III）、As（III）或Sb（III）前体的Horner-Wadsworth Emmons试剂、Warren试剂或ylid前体的基团；可选地还包括碱。
• BALASUBRAMANIAN, N.;BROWN, P. J.;CATT, J. D.;HAN, W. T.;PARKER, R. A., J. MED. CHEM., 32,(1989) N, C. 2038-2041
  作者：BALASUBRAMANIAN, N.、BROWN, P. J.、CATT, J. D.、HAN, W. T.、PARKER, R. A.

  DOI：——

  日期：——
• New chiral blocks for introducing the side chain of HMG-CoA reductase inhibitors
  作者：Hirokazu Urabe、Tetsuji Matsuka、Fumie Sato

  DOI：10.1016/s0040-4039(00)74684-3

  日期：1992.7

  A couple of versatile building blocks (8 and 9) of the side chain portion found in many HMG-CoA reductase inhibitors have been prepared. The successful introduction of the side chain to an aromatic ring by 8 or 9 has been demonstrated.