(4S)-4-benzyl-2-methyl-2-thiazoline | 190260-35-6

• 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: (4S)-4-benzyl-2-methyl-2-thiazoline
• 英文别名: (4S)-4-benzyl-2-methyl-4,5-dihydro-1,3-thiazole
• CAS: 190260-35-6
• 化学式: C₁₁H₁₃NS
• 分子量: 191.297
• InChiKey: LIAYJYKOSOBXQB-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  37.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4S)-4-benzyl-2-methyl-2-thiazoline 在 盐酸 、 水 作用下， 反应 24.0h， 以81%的产率得到(2S)-2-amino-3-phenylpropanethiol hydrochloride
  参考文献：
  名称：

  Efficient synthesis of primary 2-aminothiols from 2-aminoalcohols and methyldithioacetate

  摘要：

  Various primary 2-aminothiols have been prepared by a general and efficient method, in three steps, starting from commercially available 2-aminoalcohols and methyldithioacetate as a convenient source of sulfur. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.014
• 作为产物：
  描述：

  (4S)-4-苄基-2-甲基-4,5-二氢-1,3-恶唑 在 tetraphosphorus decasulfide 作用下， 以 二氯甲烷 为溶剂， 反应 140.0h， 以49%的产率得到(4S)-4-benzyl-2-methyl-2-thiazoline
  参考文献：
  名称：

  Aitken, R. Alan; Armstrong, David P.; Galt, Ronald H. B., Journal of the Chemical Society. Perkin transactions I, 1997, # 6, p. 935 - 943

  摘要：

  DOI：

文献信息

• Synthesis of 3-amino-thiochromanes from 4-benzyl 2-thiazolines, via an unprecedented intramolecular electrophilic aromatic substitution
  作者：Guillaume Mercey、Remi Legay、Jean-François Lohier、Jana Sopkova-de Oliveira Santos、Jocelyne Levillain、Annie-Claude Gaumont、Mihaela Gulea

  DOI：10.1039/c003050c

  日期：——

  one-pot synthesis of various N-substituted 3-amino-thiochromanes from 4-benzyl-2-methyl thiazoline via a thiazolinium salt is described. The obtained 3-amino-thiochromanes are enantiopure, as their precursors derive from chiral 2-aminoalcohols. The reaction involves the formation of a disulfide, which subsequently takes part in an unprecedented intramolecular electrophilic aromatic substitution.

  一锅合成各种 ñ取代的3-氨基硫代苯并二氢吡喃 4-苄基-2-甲基噻唑啉 描述了通过噻唑啉盐。所获得的3-氨基-硫代庚烷是对映体纯的，因为它们的前体衍生自手性2-氨基醇。该反应涉及二硫化物的形成，其随后参与前所未有的分子内亲电子芳族取代。
• Fluoroalkanosulfonyl fluorides-mediated cyclodehydration of β-hydroxy sulfonamides and β-hydroxy thioamides to the corresponding aziridines and thiazolines
  作者：Zhaohua Yan、Chengbo Guan、Zhangxin Yu、Weisheng Tian

  DOI：10.1016/j.tetlet.2013.08.045

  日期：2013.10

  An efficient method for the fluoroalkanosulfonyl fluoride-induced cyclodehydration of beta-hydroxy sulfonamides and beta-hydroxy thioamides to the corresponding aziridines and thiazolines is reported. Mild reaction conditions, operational simplicity, and high yields are the major advantages of this method. (c) 2013 Elsevier Ltd. All rights reserved.
• Efficient synthesis of primary 2-aminothiols from 2-aminoalcohols and methyldithioacetate
  作者：Guillaume Mercey、Delphine Brégeon、Annie-Claude Gaumont、Jocelyne Levillain、Mihaela Gulea

  DOI：10.1016/j.tetlet.2008.09.014

  日期：2008.11

  Various primary 2-aminothiols have been prepared by a general and efficient method, in three steps, starting from commercially available 2-aminoalcohols and methyldithioacetate as a convenient source of sulfur. (C) 2008 Elsevier Ltd. All rights reserved.
• Aitken, R. Alan; Armstrong, David P.; Galt, Ronald H. B., Journal of the Chemical Society. Perkin transactions I, 1997, # 6, p. 935 - 943
  作者：Aitken, R. Alan、Armstrong, David P.、Galt, Ronald H. B.、Mesher, Shaun T. E.

  DOI：——

  日期：——