3-(benzhydrylthio)propanamide | 135468-50-7

• 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: 3-(benzhydrylthio)propanamide
• 英文别名: 3-Benzhydrylsulfanylpropanamide
• CAS: 135468-50-7
• 化学式: C₁₆H₁₇NOS
• 分子量: 271.383
• InChiKey: WYCKWWJZURDUET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(benzhydrylthio)propanamide 在 氨 、 sodium 、 氯化铵 作用下， 以31%的产率得到3-[(3-氨基-3-氧代丙基)二硫代]丙酰胺
  参考文献：
  名称：

  Nitridoosmium(VI) and nitridoruthenium(VI) complexes of cysteine(2-) and related ligands

  摘要：

  Anionic complexes of nitridoruthenium(VI) and nitridoosmium(VI) containing covalently bound N-acetyl-L-cysteinato, 3-sulfidopropionato, and 3-sulfidopropionamidato ligands have been synthesized to model the binding of delta-(L-alpha-aminoadipyl)-L-cysteinyl-D-valine to the iron center in the metalloenzyme isopenicillin N synthetase. The complexes are prepared by the reaction of N-acetyl-L-cysteine, 3-mercaptopropionic acid, and 3-mercaptopropionamide with [NBu(n)4][Os(N)(OSiMe3)4], [NBu(n)4][Os(N)Cl4], [NBu(n)4][Ru(N)(CH2SiMe3)4], or [NBu(n)4][Ru(N)(OSiMe3)4]. They have been characterized by elemental analysis and IR and NMR spectroscopy. Spectroscopic data show that the N-acetyl-L-cysteinato and 3-sulfidopropionato ligands are bound to the metal center through sulfur and oxygen, while the 3-sulfidopropionamidato ligands are bound through sulfur and nitrogen. The molecular structures of cis-[NBu(n)4][Os(N)(O2CCH2CH2S)2], [NBu(n)4][Os(N){O2CCH(NHCOCH3)CH2S}2], and [PPh4][Ru(N)(NHCOCH2CH2S)2)] were determined by single-crystal X-ray diffraction. These complexes were found to have distorted square-pyramidal geometry around the metal center. cis-[NBu(n)4][Os(N)(O2CCH2CH2S)2] crystallizes in monoclinic space group P2(1)/c with a = 13.718 (6) angstrom, b = 10.080 (3) angstrom, c = 19.890 (5) angstrom, beta = 92.16 (3) angstrom, and Z = 4. [NBu(n)4][Os(N){L-O2CCH(NHCOCH3)CH2S}2] crystallizes in monoclinic space group C2 with a = 18.371 (6) angstrom, b = 9.261 (1) angstrom, c = 21.125 (7) angstrom, beta = 102.92 (3) angstrom, and Z = 4. [PPh4][Ru(N)(NHCOCH2CH2S)2)] crystallizes in orthorhombic space group Pbca with a = 23.022 (1) angstrom, b = 16.120 (1) angstrom, c = 15.728 (1) angstrom, and Z = 8.

  DOI：

  10.1021/ja00016a031
• 作为产物：
  描述：

  3-(benzhydrylthio)propanoic acid 在 草酰氯 、 氨 作用下， 以 二氯甲烷 为溶剂， 生成 3-(benzhydrylthio)propanamide
  参考文献：
  名称：

  Nitridoosmium(VI) and nitridoruthenium(VI) complexes of cysteine(2-) and related ligands

  摘要：

  Anionic complexes of nitridoruthenium(VI) and nitridoosmium(VI) containing covalently bound N-acetyl-L-cysteinato, 3-sulfidopropionato, and 3-sulfidopropionamidato ligands have been synthesized to model the binding of delta-(L-alpha-aminoadipyl)-L-cysteinyl-D-valine to the iron center in the metalloenzyme isopenicillin N synthetase. The complexes are prepared by the reaction of N-acetyl-L-cysteine, 3-mercaptopropionic acid, and 3-mercaptopropionamide with [NBu(n)4][Os(N)(OSiMe3)4], [NBu(n)4][Os(N)Cl4], [NBu(n)4][Ru(N)(CH2SiMe3)4], or [NBu(n)4][Ru(N)(OSiMe3)4]. They have been characterized by elemental analysis and IR and NMR spectroscopy. Spectroscopic data show that the N-acetyl-L-cysteinato and 3-sulfidopropionato ligands are bound to the metal center through sulfur and oxygen, while the 3-sulfidopropionamidato ligands are bound through sulfur and nitrogen. The molecular structures of cis-[NBu(n)4][Os(N)(O2CCH2CH2S)2], [NBu(n)4][Os(N){O2CCH(NHCOCH3)CH2S}2], and [PPh4][Ru(N)(NHCOCH2CH2S)2)] were determined by single-crystal X-ray diffraction. These complexes were found to have distorted square-pyramidal geometry around the metal center. cis-[NBu(n)4][Os(N)(O2CCH2CH2S)2] crystallizes in monoclinic space group P2(1)/c with a = 13.718 (6) angstrom, b = 10.080 (3) angstrom, c = 19.890 (5) angstrom, beta = 92.16 (3) angstrom, and Z = 4. [NBu(n)4][Os(N){L-O2CCH(NHCOCH3)CH2S}2] crystallizes in monoclinic space group C2 with a = 18.371 (6) angstrom, b = 9.261 (1) angstrom, c = 21.125 (7) angstrom, beta = 102.92 (3) angstrom, and Z = 4. [PPh4][Ru(N)(NHCOCH2CH2S)2)] crystallizes in orthorhombic space group Pbca with a = 23.022 (1) angstrom, b = 16.120 (1) angstrom, c = 15.728 (1) angstrom, and Z = 8.

  DOI：

  10.1021/ja00016a031

文献信息

• [EN] ION PAIR CATALYSIS OF TUNGSTATE AND MOLYBDATE<br/>[FR] CATALYSE PAR PAIRE D'IONS DE TUNGSTATE ET DE MOLYBDATE
  申请人：UNIV NANYANG TECH

  公开号：WO2017164813A1

  公开（公告）日：2017-09-28

  D The present invention relates to ion pair catalysts (I) comprising the cationic bisguanidinium ligand (A) and diperoxomolybdate anion (B). The present invention also relates to ion pair catalysts (III) comprising the cationic bisguanidinium ligand (C) and peroxotungstate anion (D). It further relates to the use of the said catalysts in the manufacture of enantiomerically enriched sulfoxides.

  本发明涉及离子对催化剂(I)，包括阳离子双胍基配体(A)和过氧钼酸根离子(B)。本发明还涉及离子对催化剂(III)，包括阳离子双胍基配体(C)和过氧钨酸根离子(D)。此外，本发明还涉及所述催化剂在合成对映富集亚砜中的应用。
• Ion pair catalysis of tungstate and molybdate
  申请人：Nanyang Technological University

  公开号：US10710061B2

  公开（公告）日：2020-07-14

  D The present invention relates to ion pair catalysts (I) comprising the cationic bisguanidinium ligand (A) and diperoxomolybdate anion (B). The present invention also relates to ion pair catalysts (III) comprising the cationic bisguanidinium ligand (C) and peroxotungstate anion (D). It further relates to the use of the said catalysts in the manufacture of enantiomerically enriched sulfoxides.

  D 本发明涉及由阳离子双胍配体（A）和二氧钼酸阴离子（B）组成的离子对催化剂（I）。本发明还涉及由阳离子双胍配体（C）和过氧钨酸盐阴离子（D）组成的离子对催化剂（III）。本发明还涉及上述催化剂在制造对映体富集的硫氧化物中的用途。
• ION PAIR CATALYSIS OF TUNGSTATE AND MOLYBDATE
  申请人：Nanyang Technological University

  公开号：US20190105646A1

  公开（公告）日：2019-04-11

  The present invention relates to ion pair catalysts (I) comprising the cationic bisguanidinium ligand (A) and diperoxomolybdate anion (B). The present invention also relates to ion pair catalysts (III) comprising the cationic bisguanidinium ligand (C) and peroxotungstate anion (D). It further relates to the use of the said catalysts in the manufacture of enantiomerically enriched sulfoxides.
• [EN] PROCESS FOR THE PREPARATION OF 2-[(DIPHENYLMETHYL) THIO] ACETAMIDE<br/>[FR] PROCEDE DE PREPARATION DE 2-[(DIPHENYLMETHYL)THIOACETAMIDE
  申请人：ALEMBIC LTD

  公开号：WO2004075827A2

  公开（公告）日：2004-09-10

  Process for the preparation of 2-[(diphenylmethyl)thioacetamide, an intermediate for the preparation of Modafinil which is a CNS stimulant and used for the treatment of narcolepsia. The process comprises reacting 2-[(diphenylmethyl)thio]acetic acid with alcohols, in presence of catalytic amount of inorganic acid or organic acid at reflux temperature of alcohol to obtain corresponding ester which is reacted with ammonia to give 2-[(diphenylmethyl)thio]acetamide. If desired 2-[(diphenylmethyl)thioacetamide thus produced is reacted with hydrogen peroxide to produce Modafinil.
• 10.1021/acs.orglett.4c02452
  作者：Huth, Susannah E.、Tampellini, Nicolò、Guerrero, Maria D.、Miller, Scott J.

  DOI：10.1021/acs.orglett.4c02452

  日期：——