(RS)-O-acetyl-1-(phenylseleno)-2-octanol | 67007-28-7

• 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: (RS)-O-acetyl-1-(phenylseleno)-2-octanol
• 英文别名: 2-Acetoxy-octyl-phenyl-selenid；1-Phenylselanyloctan-2-yl acetate
• CAS: 67007-28-7
• 化学式: C₁₆H₂₄O₂Se
• 分子量: 327.325
• InChiKey: ZAYRVTBACALROJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (RS)-O-acetyl-1-(phenylseleno)-2-octanol 生成 oct-1-en-2-yl acetate
  参考文献：
  名称：

  Acetoxyselenylation of olefins for the preparation of vinylic and allylic acetates

  摘要：

  DOI：

  10.1021/jo00265a031
• 作为产物：
  描述：

  2-(Phenylseleno)-octylacetat 在 三氟化硼乙醚 作用下， 以 氯仿 为溶剂， 反应 24.0h， 生成 (RS)-O-acetyl-1-(phenylseleno)-2-octanol
  参考文献：
  名称：

  Acetoxyselenylation of olefins for the preparation of vinylic and allylic acetates

  摘要：

  DOI：

  10.1021/jo00265a031

文献信息

• Oxidative Cleavage of Diselenide by<i>m</i>-Nitrobenzenesulfonyl Peroxide. Novel Method for the Electrophilic Benzeneselenenylations of Olefins and Aromatic Rings
  作者：Masato Yoshida、Shuichi Sasage、Kyoko Kawamura、Takashi Suzuki、Nobumasa Kamigata

  DOI：10.1246/bcsj.64.416

  日期：1991.2

  acetic acid, phenol, and anisole could be employed; oxyselenenylated ((Remark: Graphics omitted.) : R=H, Me, Ac, and Ph) and arylselenenylated ((Remark: Graphics omitted.) : R=H and Me) adducts were afforded. Phenol gave oxyselenenylated products in cyclohexene or 1-octene and arylselenenylated products in styrene. Efficient intramolecular cyclizations of unsaturated alcohols and carboxylic acids were

  发现二苯基二硒化物通过用间硝基苯磺酰过氧化物处理很容易转化为间硝基苯磺酸苯硒基酯 (PhSeOSO2C6H4NO2-m)。当如此形成的硒基磺酸盐在各种亲核试剂的存在下与烯烃如环己烯、1-辛烯或苯乙烯原位反应时，得到苯硒基基团和亲核试剂的加合物。亲核试剂水、甲醇、乙酸、苯酚和苯甲醚均可使用；得到氧硒烯化（（备注：省略图示。）：R=H、Me、Ac 和 Ph）和芳​​基硒酰化（（备注：图示省略。）：R=H 和 Me）加合物。苯酚在环己烯或 1-辛烯中生成氧化硒化产物，在苯乙烯中生成芳基硒化产物。不饱和醇和羧酸的有效分子内环化同样通过磺酸硒进行，得到相应的苯硒化环醚和内酯。硒基磺酸盐也被发现是一种高...
• Iodosobenzene Diacetate and Diphenyl Diselenide: An Electrophilic Selenenylating Agent of Double Bonds
  作者：Marco Tingoli*、Marcello Tiecco、Lorenzo Testaferri、Andrea Temperini

  DOI：10.1080/00397919808007007

  日期：1998.5

  Abstract Phenylseleno-acetoxylation, hydroxylation, etherification and lactonization products are obtained in good yields from the reaction of alkenes with diphenyl diselenide and iodosobenzene diacetate, in acetonitrile. present address: Dipartimento di Scienza degli Alimenti, Universita di Napoli “Federico II” Via Universita, 100 - 80055-Portici, Napoli-Italy. e-mail [e-mail].

  摘要 烯烃与二苯基二硒化物和碘代苯二乙酸酯在乙腈中反应，可得到苯硒-乙酰氧基化、羟基化、醚化和内酯化产物，收率良好。当前地址：Dipartimento di Scienza degli Alimenti, Universita di Napoli “Federico II” Via Universita, 100 - 80055-Portici, Napoli-Italy。电子邮件 [e-mail]。
• Enzymatic resolution of (RS)-β-hydroxy selenides in organic media
  作者：Carlos E. Costa、Giuliano C. Clososki、Henrique B. Barchesi、Sandra P. Zanotto、M. Graça Nascimento、João V. Comasseto

  DOI：10.1016/j.tetasy.2004.11.007

  日期：2004.12

  Kinetic resolutions of a number of beta-hydroxy selenides promoted by enzymes were performed using PPL (free Porcine pancreatic lipase), PSL (Amano PS-free Pseudomonas sp. lipase) and CALB (NOVOZYM 435(R)-immobilized Candida Antarctica lipase type B) with (RS)-1-phenylselanyl-propan-2-ol. CALB gave the best results and provided both (R)- and (S)-enantiomers in high enantiomeric purity. A comparative study of the effect of temperature, solvent, enzyme immobilization and the structure of the substrates on the resolution is presented. (C) 2004 Elsevier Ltd. All rights reserved.
• ENGMAN, LARS, J. ORG. CHEM., 54,(1989) N, C. 884-890
  作者：ENGMAN, LARS

  DOI：——

  日期：——
• YOSHIDA, MASATO;SASAGE, SHUICHI;KAWAMURA, KYOKO;SUZUKI, TAKASHI;KAMIGATA,+, BULL. CHEM. SOC. JAP., 64,(1991) N, C. 416-422
  作者：YOSHIDA, MASATO、SASAGE, SHUICHI、KAWAMURA, KYOKO、SUZUKI, TAKASHI、KAMIGATA,+

  DOI：——

  日期：——