1-Bromo-2-[(2-bromoethoxy)methoxy]ethane | 17229-26-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Bromo-2-[(2-bromoethoxy)methoxy]ethane
• 英文别名: 1,7-Dibromo-3,5-dioxaheptane；1-bromo-2-(2-bromoethoxymethoxy)ethane
• CAS: 17229-26-4
• 化学式: C₅H₁₀Br₂O₂
• 分子量: 261.941
• InChiKey: KLMGOCCOPLMCEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Bromo-2-[(2-bromoethoxy)methoxy]ethane 在 氢氧化钾 、 异戊醇 作用下， 生成 [(乙烯基氧基)甲氧基]乙烯
  参考文献：
  名称：

  DE895452

  摘要：

  公开号：
• 作为产物：
  描述：

  聚合甲醛 、 2-溴乙醇 在 硫酸 作用下， 以 甲苯 为溶剂， 反应 1.5h， 以77%的产率得到1-Bromo-2-[(2-bromoethoxy)methoxy]ethane
  参考文献：
  名称：

  A bidirectional synthesis of spiroacetals via Rh(ii)-catalysed C–H insertion

  摘要：

  含有两个二氧化碳酯亚基的无环亚甲基缩醛已经通过Rh（II）催化下的双向C-H插入反应转化为[5,5]-螺环缩醛。

  DOI：

  10.1039/c7cc00459a

文献信息

• Stereoselective bidirectional synthesis of spiroacetals via Rh(II)-catalysed double C–H insertion
  作者：Romain J. Lepage、Mark J. Coster

  DOI：10.1016/j.tet.2018.01.043

  日期：2018.3

  Rh(II)-catalysed double C–H insertion of methylene acetals bearing two diazo ester substituents is described. The diastereoselectivity of this bidirectional approach can be tuned through appropriate choice of catalyst, and chiral catalysts lead to products with up to 89% ee. The diastereoselectivity of the first cyclisation suggests that the second cyclisation proceeds via a non-concerted pathway.

  描述了通过Rh（II）催化带有两个重氮酯取代基的亚甲基缩醛的双C–H插入来立体选择性地合成5,5-螺缩醛。该双向方法的非对映选择性可通过催化剂的合适的选择来调节，和手性催化剂导致产品具有高达89％ee值。第一次环化的非对映选择性表明，第二次环化是通过未经证实的途径进行的。
• Some N-Alkylsaccharin Derivatives¹
  作者：E. Emmet Reid、Leonard M. Rice、Charles H. Grogan

  DOI：10.1021/ja01626a048

  日期：1955.11
• Synthesis of 5-Alkyl-6-arylmethyl-2-(7-bromo-3,5-dioxaheptylthio)-pyrimidin-4(1H)-ones and 7-Oxopyrimidino-1,5,3-oxathiazepines as NewS-DABO Analogues with Anti-HIV Activity
  作者：Ole S. Pedersen、Lene Petersen、Malene Brandt、Claus Nielsen、Erik B. Pedersen

  DOI：10.1007/s007060050310

  日期：1999.12

  New S-DABOs with a long alkylating S-alkyl substituent showing antiretroviral activity against HIV-1 in the micromolar range were prepared from 5,6-disubstituted 4-oxo-2-thiopyrimidines and 1,7-dibromo-3,5-dioxaheptane. The analogues with an ethyl group in position 5 also showed activity in the micromolar range against a Tyr/8/Cys mutant strain of HIV-1. The S-DABO analogues showing activity against the HIV-1 RT mutant strain were transformed to the N-3 and N-1 ring closed 7-oxo-pyrimidino-1,3,5-oxathiazepines which surprisingly all showed activity against HIV-1 in the micromolar range, as well as against a Tyr/8/Cys mutant strain of HIV-1. Some analogues of S-DABO with a thien-7-ylmethyl residue in position 6 were synthesized and tested against HIV-1 wild type, hut they showed less or comparable activities to those of the corresponding 6-benzyl analogues.
• THE PREPARATION AND RELATIVE REACTIVITIES OF MANY-MEMBERED CYCLIC DISULFIDES
  作者：J. G. AFFLECK、GREGG DOUGHERTY

  DOI：10.1021/jo01150a024

  日期：1950.7
• Oxaalkane bisphosphonium compounds and the manufacture thereof
  申请人：SEARLE &

  公开号：US02882321A1

  公开（公告）日：1959-04-14