sodium prop-2-ene-1-thiolate | 52670-69-6

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: sodium prop-2-ene-1-thiolate
• 英文别名: sodium prop-2-enyl sulphide；sodium 2-propenethiolate；sodium allylmercaptide；sodium allylthiolate；prop-2-ene-1-thiol; sodium salt；sodium prop-2-en-1-ylthiolate；sodium;prop-2-ene-1-thiolate
• CAS: 52670-69-6
• 化学式: C₃H₅NaS
• 分子量: 96.1285
• InChiKey: RUDJVCKKOCVNGW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.28
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-acetoxy-3-ethyl-azetidin-2-one 、 sodium prop-2-ene-1-thiolate 以38%的产率得到(3R,4S)-3-ethyl-4-prop-2-enylsulfanylazetidin-2-one
  参考文献：
  名称：

  通过 β-内酰胺前体的 C3-N 环闭合合成青霉烯

  摘要：

  合成 de l'ethyl-6α methoxy-2 peneme-2carboxylate-3 demethyle a partir d'acetoxy-4ethyl-3 azetidinone-2

  DOI：

  10.1021/ja00291a074
• 作为产物：
  描述：

  S-allylisothiouronium bromide 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 sodium prop-2-ene-1-thiolate
  参考文献：
  名称：

  甲基亚磺酰基CH3（O）S的基质分离和光谱性质。

  摘要：

  大气中高度相关的甲基亚磺酰基CH3（O）S是在快速热解条件下热生成的，并在10 K的Ar矩阵中分离；烯丙基是副产物。CH3（O）S及其D3-和（13）C同位素异构体的特征是通过实验和计算的IR和UV / Vis光谱之间的出色一致性来表征的。

  DOI：

  10.1039/c3cc45379k
• 作为试剂：
  描述：

  烯丙硫醇 、 (Z)-3-butylamino-1-(1H-1-imidazolyl)-4-methyl-2-penten-1-one 在 sodium prop-2-ene-1-thiolate 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到S-prop-2-enyl (Z)-3-(butylamino)-4-methylpent-2-enethioate
  参考文献：
  名称：

  Synthesis and Reactivity of New β-Enamino Acid Derivatives:  A Simple and General Approach to β-Enamino Esters and Thioesters

  摘要：

  A new strategy has been developed for the synthesis of several beta-enamino acid derivatives. N,N'-Carbonyldiimidazole has been used as C-acylating agent of methyl ketimines, providing a direct and simple route to new beta-enamino carbonyl imidazole derivatives 2. These derivatives 2 were cleanly and efficiently transformed into beta-enamino esters 4 (X = O) and thioesters 4 (X = S) by reaction with a great variety of alcohols and thiols, including tertiary ones. Alternative and complementary routes to compounds 4 were also investigated. In addition, beta-keto esters 6 have been obtained by mild acid hydrolysis of beta-enamino esters 4.

  DOI：

  10.1021/jo9809480

文献信息

• Urokinase inhibitors
  申请人：Eisai Co., Ltd.

  公开号：US05340833A1

  公开（公告）日：1994-08-23

  Disclosed are benzothiophene and thienothiophene derivatives useful for inhibiting urokinase activity.

  揭示了对抑制尿激酶活性有用的苯并噻吩和噻吩噻吩衍生物。
• Efficient and/or selective methylation by diazomethane of alcohols, halo alcohols, glycols, amino alcohols and mercapto alcohols with the use of a proton-exchanged X-type zeolite as an acid-base bifunctional catalyst
  作者：Hiroshi Takeuchi、Hiroaki Kishioka、Kunio Kitajima

  DOI：10.1002/poc.610080212

  日期：1995.2

  Reactions of diazomethane with butanol, allyl alcohol and β- and γ-halo alcohols led to efficient methylation (giving the corresponding methyl ethers) with the use of a proton-exchanged X-type zeolite compared with H2SO4. The reactions with propylene and isobutylene glycols using the zeolite provided regioselective methylation of the primary OH rather than the secondary or tertiary OH, whereas regioselectivity

  与H 2 SO 4相比，使用质子交换的X型沸石，重氮甲烷与丁醇，烯丙醇以及β-和γ-卤代醇的反应导致有效的甲基化（得到相应的甲基醚）。使用沸石与丙烯和异丁二醇的反应提供了伯羟基而不是仲或叔羟基的区域选择性甲基化，而在使用H 2 SO 4的反应中未观察到区域选择性。在沸石而不是H 2 SO 4的存在下，与2-氨基乙醇和2-巯基乙醇的反应分别显示出高化学选择性的S-甲基化和N-单甲基化。该反应机理涉及沸石的酸碱双功能催化，其中酸性位点与重氮甲烷反应形成其共轭酸，碱性位点与沸石的相互作用增强了OH和SH基的亲核性。组的质子。
• Use of the allylic sulphoxide–sulphenate ester rearrangement for the synthesis of a 2-thiacephem and a penem
  作者：Nicholas J. Daniels、Graham Johnson、Barry C. Ross、Michael A. Yeomans

  DOI：10.1039/c39820001119

  日期：——

  A 2-thioxopenam is synthesised from an acetylthio substituted penem and 2-thiacephem; the letter compound was prepared through the intramolecular nucleophilic capture of an allylic sulphenate ester, generated thermally from the corresponding sulphoxide (1).

  2-thioxopenam由乙酰硫基取代的戊二烯和2-噻吩酚合成；通过分子内亲核捕获烯丙基亚磺酸酯制备该字母化合物，该烯丙基亚磺酸酯是由相应的亚砜热生成的（1）。
• Chiral carbon–sulfur center formation via Pd-catalyzed asymmetric allylic thioetherification: synthesis of allylic thioethers
  作者：Junmei Cai、Juewang Cai、Purui Zheng、Xiaorong Wang、Xiaoming Zhao

  DOI：10.1039/c6ra26877c

  日期：——

  Pd-catalyzed asymmetric allylic thioetherification reaction of various sodium thiolates was realized, which gave the allylic thioethers in good to high yields with high enantioselectivities. The reaction results considerably depend on the substrates and the bulky sulfur nucleophile led to excellent enantioselectivity as well.

  钯催化了各种硫醇钠的不对称烯丙基硫醚化反应，实现了高收率和高对映选择性的烯丙基硫醚的收率。反应结果在很大程度上取决于底物，并且庞大的硫亲核试剂也导致优异的对映选择性。
• Synthesis of Chiral Rhenium Complexes Containing Functionalized Thiolate Ligands
  作者：Nicolai Burzlaff、Wolfdieter A. Schenk

  DOI：10.1002/(sici)1099-0682(199812)1998:12<2055::aid-ejic2055>3.0.co;2-2

  日期：1998.12

  racemic rhenium thiolate complexes [CpRe(NO)(PPh3)(SR)] were obtained under either acidic or basic conditions. Thus, when [CpRe(NO)(PPh3)(CH3)] (1) was treated with etheral HBF4 and HSR the thiolate complexes [CpRe(NO)(PPh3)(SR)] [SR = SCH2(2-furyl) (2), SCH2C(O)OEt (3)] were obtained after chromatographic workup. Ligand exchange reactions between [CpRe(NO)(PPh3)(OC4H8)]BF4 (4) and sodium thiolates yielded

  在酸性或碱性条件下获得手性外消旋硫醇铼配合物 [CpRe(NO)(PPh3)(SR)]。因此，当 [CpRe(NO)(PPh3)(CH3)] (1) 用乙醚 HBF4 和 HSR 处理时，硫醇复合物 [CpRe(NO)(PPh3)(SR)] [SR = S (2-furyl) ( 2), S C(O)OEt (3)] 在色谱处理后得到。[CpRe(NO)(PPh3)(OC4H8)]BF4 (4) 和硫醇钠之间的配体交换反应产生了类似的复合物，其中 SR = SH (5)、S Ph (6)、S CH=CH2 (7)。可以通过在乙醇钠存在下用 HSR 处理 4 来引入耐受强碱性条件的 SR 基团，如 2 以及与 SR = S NHAc (8), S C(O)OH 的配合物的高产率合成所证明的(9). 使用水合碳酸钠作为碱的温和合成提供 8 和具有 SR