tert-butyl p-tolylsulfinylacetate | 206128-52-1

• 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: tert-butyl p-tolylsulfinylacetate
• 英文别名: t-butyl [(S)-p-tolylsulphinyl]acetate；t-butyl [(S)-p-tolylsulfinyl]acetate；Tert-butyl [(4-methylphenyl)sulfinyl]acetate；tert-butyl 2-(4-methylphenyl)sulfinylacetate
• CAS: 206128-52-1
• 化学式: C₁₃H₁₈O₃S
• 分子量: 254.35
• InChiKey: ATKQQTNXMNHRCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl p-tolylsulfinylacetate 在 magnesium,2-methylpropane,bromide 作用下， 以 四氢呋喃 为溶剂， 生成 Magnesium; (E)-1-tert-butoxy-2-(toluene-4-sulfinyl)-ethenolate
  参考文献：
  名称：

  Enriched13C NMR of a metallated α-sulphinyl ester; temperature effect

  摘要：

  AbstractLithium and magnesium enolates of an α‐sulphinyl ester 83% 13C enriched at C‐1 and C‐2 are studied by 13C NMR at different temperatures. It is shown that two metaliated species are present in the case of lithium which exchange at −60°C, ΔG≠ −60° = 37.8 KJ mol−1 (9.05 Kcal mol−1) and that there is no rapid exchange between the non‐metallated ester and the metallated species (on the NMR time scale). In the case of magnesium, two or three metallated species are formed, according to the temperature which do not exchange up to 0 °C.

  DOI：

  10.1002/mrc.1270160405
• 作为产物：
  描述：

  tert-butyl 2-(p-tolylthio)acetate 在 1-benzyl-4-aza-1-azoniabiyclo<2.2.2>octane peroxodisulfate 作用下， 以 乙腈 为溶剂， 反应 0.42h， 以90%的产率得到tert-butyl p-tolylsulfinylacetate
  参考文献：
  名称：

  Hajipour; Mohammadpoor Baltork; Kianfar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 5, p. 607 - 610

  摘要：

  DOI：

文献信息

• Oxetanones and process for their production
  申请人：Hoffmann-La Roche Inc.

  公开号：US04983746A1

  公开（公告）日：1991-01-08

  The invention is directed to a process for the manufacture of pancreatic lipase-inhibiting oxetanone ethyl esters of the formula ##STR1## wherein X is undecyl or 2Z,5Z-undecadienyl; C.sub.6 is n-hexyl; Y is isobutyl and Z is formyl or Y is carbamoylmethyl and Z is acetyl; which process comprises esterifying the corresponding oxetanone ethanols, or hydrogenating the 3-undecenyl group in corresponding oxetanone ethyl ester starting materials to the undecyl group X, or N-formylating or N-acetylating corresponding primary amines.

  该发明涉及一种制备胰脂酶抑制剂氧杂环戊酮乙酯的工艺，其化学式为##STR1##其中X为十一烷基或2Z,5Z-十一烯基；C.sub.6为正己基；Y为异丁基，Z为甲酰基或Y为氨甲基，Z为乙酰基；该工艺包括酯化相应的氧杂环戊酮乙醇，或在相应的氧杂环戊酮乙酯起始原料中氢化3-十一烯基团至十一烷基X，或对应的主要胺基进行N-甲酰化或N-乙酰化。
• Oxetanones
  申请人：Hoffmann-La Roche Inc.

  公开号：US04931463A1

  公开（公告）日：1990-06-05

  Racemic compounds of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and n are as described herein, enantiomers and diastereomers thereof, and salts of these esters with weak acids, are described. These compounds inhibit pancreas lipase and are useful agents in the treatment of obesity, hyperlipaemia, atherosclerosis and arteriosclerosis.

  描述了公式##STR1##中的外消旋化合物，其中R.sup.1、R.sup.2、R.sup.3、R.sup.4、R.sup.5和n如本文所述，以及其对映体和非对映体，以及这些酯与弱酸盐。这些化合物抑制胰脂肪酶，是治疗肥胖、高脂血症、动脉粥样硬化和动脉硬化的有用药物。
• A Sulfoxide Reagent for One‐Pot, Three‐Component Syntheses of Sulfoxides and Sulfinamides**
  作者：Fumito Saito

  DOI：10.1002/anie.202213872

  日期：2022.12.23

  Upon Grignard reactions, a simple sulfoxide reagent allows the formation of sulfenate anions that are subsequently transformed into sulfoxides and sulfinamides. This one-pot, three-component method does not require substrates with preinstalled sulfur functional groups.

  在格氏反应中，一种简单的亚砜试剂可以形成亚磺酸根阴离子，这些阴离子随后转化为亚砜和亚磺酰胺。这种一锅三组分方法不需要预先安装硫官能团的底物。
• A Sulfur Monoxide Surrogate Designed for the Synthesis of Sulfoxides and Sulfinamides**
  作者：David Austrup、Fumito Saito

  DOI：10.1002/anie.202315123

  日期：2023.12.18

  A sulfinylhydrazine reagent for the synthesis of organosulfur(IV) functional groups is reported. The reagent is readily prepared from commercial starting materials and is amenable to thermal −S(O)− transfer to dienes. One-pot, three-component synthesis of sulfoxides and sulfinamides is further demonstrated by exploiting this reagent as an -S(O)- donor.

  报道了一种用于合成有机硫（IV）官能团的亚磺酰肼试剂。该试剂很容易由商业起始材料制备，并且易于热-S(O)-转移到二烯。通过利用该试剂作为-S(O)-供体，进一步证明了亚砜和亚磺酰胺的一锅三组分合成。
• 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。