CH3CSCH2COC6H4Br-p | 87112-37-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: CH3CSCH2COC6H4Br-p
• 英文别名: 1-(4-Bromophenyl)-3-sulfanylidenebutan-1-one；1-(4-bromophenyl)-3-sulfanylidenebutan-1-one
• CAS: 87112-37-6
• 化学式: C₁₀H₉BrOS
• 分子量: 257.151
• InChiKey: UWHJNQXTOZNCIW-UHFFFAOYSA-N

物化性质

• 沸点：
  362.8±52.0 °C(Predicted)
• 密度：
  1.468±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  CH3CSCH2COC6H4Br-p 在 盐酸 、 水 、 copper(II) sulfate 、 二甲基亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 (S_S,E)-1-(4-bromophenyl)-N-(tert-butanesulfinyl)-2-iminoethan-1-one
  参考文献：
  名称：

  Stereoselective allylation and reduction of N - tert -butanesulfinyl-α-keto aldimines

  摘要：

  A simple methodology for the synthesis of N-tert-butanesulfinyl-alpha-keto aldimines from both alpha-keto aldehydes and carboxylic esters has been developed. The addition of an in situ formed allyl indium reagent to these chiral imines was also studied. The addition took place in a sequential manner, first to the imine group with excellent diastereoselectivity and then to the carbonyl group with lower diastereoselectivity. Ruthenium-catalyzed ring closing metathesis of the resulting 5-aminoocta-1,7-dien-4-ol derivatives provided access to 6-aminocyclohex-3-enols. Reduction of the alpha-keto aldimines led to N-tert-butanesulfinyl-1,2-aminoalcohols as a 1:1 diastereomeric mixture. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2017.08.010
• 作为产物：
  描述：

  O-乙基硫代乙酸酯 、 4-溴苯乙酮 在 二氧化碳 、 sodium amide 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以42%的产率得到CH3CSCH2COC6H4Br-p
  参考文献：
  名称：

  Saini, S. K.; Gupta, V. D.; Mehrotra, R. C., Journal of the Indian Chemical Society, 1982, vol. 59, # 11/12, p. 1424 - 1426

  摘要：

  DOI：

文献信息

• Saini, S. K.; Gupta, V. D.; Mehrotra, R. C., Journal of the Indian Chemical Society, 1982, vol. 59, # 11/12, p. 1424 - 1426
  作者：Saini, S. K.、Gupta, V. D.、Mehrotra, R. C.

  DOI：——

  日期：——
• Stereoselective allylation and reduction of N - tert -butanesulfinyl-α-keto aldimines
  作者：Edgar Maciá、Francisco Foubelo、Miguel Yus

  DOI：10.1016/j.tetasy.2017.08.010

  日期：2017.10

  A simple methodology for the synthesis of N-tert-butanesulfinyl-alpha-keto aldimines from both alpha-keto aldehydes and carboxylic esters has been developed. The addition of an in situ formed allyl indium reagent to these chiral imines was also studied. The addition took place in a sequential manner, first to the imine group with excellent diastereoselectivity and then to the carbonyl group with lower diastereoselectivity. Ruthenium-catalyzed ring closing metathesis of the resulting 5-aminoocta-1,7-dien-4-ol derivatives provided access to 6-aminocyclohex-3-enols. Reduction of the alpha-keto aldimines led to N-tert-butanesulfinyl-1,2-aminoalcohols as a 1:1 diastereomeric mixture. (C) 2017 Elsevier Ltd. All rights reserved.