4-n-heptylphenylmethanethiol | 407619-25-4

• 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: 4-n-heptylphenylmethanethiol
• 英文别名: p-heptylphenylmethanethiol；4-(n-Heptyl)phenylmethanethiol；(4-heptylphenyl)methanethiol
• CAS: 407619-25-4
• 化学式: C₁₄H₂₂S
• 分子量: 222.395
• InChiKey: UCKUMYNFDOUCBV-UHFFFAOYSA-N

物化性质

• 沸点：
  321.7±11.0 °C(Predicted)
• 密度：
  0.945±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  长叶薄荷酮 、 4-n-heptylphenylmethanethiol 在 sodium hydroxide 作用下， 反应 24.0h， 以95%的产率得到(2R,5R)-2-[2-[(4-heptylphenyl)methylsulfanyl]propan-2-yl]-5-methylcyclohexan-1-one
  参考文献：
  名称：

  开发新型苯硫醇作为可回收的无味硫化氢替代品

  摘要：

  2,4,6-三甲氧基苄基硫醇 (4) 被开发为硫化氢的无味替代品，以在迈克尔加成中提供 β-巯基-羰基化合物并将烷基溴转化为烷硫醇。通过用三氟乙酸和甲苯的溶剂混合物处理，由 4 和 α,β-不饱和酯或酮制备的 -Michael 加合物的去三甲氧基苄基化很容易进行，得到 β-巯基羰基化合物。作为副产物获得的2,4,6-三甲氧基苄基异硫脲鎓盐的连续碱水解，伴随着二硫化物8以良好收率再生4。二硫化物8也通过用LiAlH 4 还原而转化为4。类似的方案适用于使用烷基溴的 SN 2 反应合成烷硫醇。

  DOI：

  10.1055/s-2007-984524
• 作为产物：
  描述：

  己基溴化镁 在 sodium hydroxide 、 copper(I) bromide dimethylsulfide complex 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 23.0h， 生成 4-n-heptylphenylmethanethiol
  参考文献：
  名称：

  Odorless substitutes for foul-smelling thiols: syntheses and applications

  摘要：

  Several alkanethiols and p-alkylphenylmethanethiols were synthesized, and their odors were compared with those of ethanethiol and benzyl mercaptan by human and instrumental sensors. Among the various thiols analyzed. 1-dodecanethiol (1) and p-heptylphenylmethanethiol (3) were revealed to be odorless. 1-Dodecanethiol (1) has been used instead of ethanethiol for dealkylation of ethers, and p-heptylphenylmethanethiol (3) can replace benzyl mercaptan in the preparation of a 1,3-mercapto alcohol from an alpha,beta -unsaturated ketone. These odorless thiols will greatly improve the physical environment of the researcher working with these foul-smelling compounds. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02024-x

文献信息

• Development of Odorless Thiols and Sulfides and Their Applications to Organic Synthesis
  作者：Kiyoharu Nishide、Shin-ichi Ohsugi、Tetsuo Miyamoto、Kamal Kumar、Manabu Node

  DOI：10.1007/s00706-003-0122-1

  日期：2004.2.1

  Development of new odorless thiols (dodecanethiol, 4- n -heptylphenylmethanethiol, 4-trimethylsilylphenylmethanethiol, 4-trimethylsilylbenzenethiol) and an odorless sulfide (1-methylsulfanyldodecane) and their applications to dealkylation, Michael addition, Swern oxidation, and Corey - Kim oxidation are described.

  描述了新型无味硫醇（十二烷硫醇，4- 正 庚基苯基甲硫醇，4-三甲基甲硅烷基苯基甲硫醇，4-三甲基甲硅烷基苯硫醇）和无味硫化物（1-甲基硫烷基十二烷 ）的开发及其在脱烷基， 迈克尔 加成， Swern 氧化和 科里 - 金 氧化中的应用。 。
• METHOD FOR PRODUCING 3-SUBSTITUTED-4-FLUOROPYRROLIDINE DERIVATIVE
  申请人：Suzuki Masashi

  公开号：US20130085282A1

  公开（公告）日：2013-04-04

  An inexpensive and industrially advantageous method for producing optically active syn-3-(N-substituted-aminomethyl)-4-fluoropyrrolidine which may be an intermediate for producing pharmaceuticals is provided. The present invention relates a method for producing a syn-1-protected-4-fluoro-3-(N-substituted-N-nitrobenzenesulfonyl)pyrrolidine derivative or it's enantiomer, or their salts comprising the process of fluorinating a compound represented by the general formula (6) (in the formula, PG 1 represents a protecting group for an amino group, R 1 represents a C1 to C6 alkyl group which may be substituted or a C3 to C8 cycloalkyl group which may be substituted, and Ns represents a 2-nitrobenzenesulfonyl group or a 4-nitrobenzenesulfonyl group) or it's enantiomer using a nucleophilic fluorinating agent and an organic base having an amidine or guanidine structure.

  提供了一种廉价且工业上优势的方法，用于生产光学活性的syn-3-(N-取代氨甲基)-4-氟吡咯烷，该化合物可能是生产药物的中间体。本发明涉及一种生产syn-1-保护的-4-氟-3-(N-取代-N-硝基苯磺酰基)吡咯烷衍生物或其对映体或其盐的方法，包括将通式（6）所代表的化合物（其中，PG1代表氨基的保护基，R1代表可取代的C1到C6烷基或可取代的C3到C8环烷基，Ns代表2-硝基苯磺酰基或4-硝基苯磺酰基）或其对映体使用亲核氟化试剂和具有酰胺或鸟嘌呤结构的有机碱进行氟化的过程。
• PROCESS FOR PREPARATION OF 3-SUBSTITUTED-4-FLUOROPYRROLIDINE DERIVATIVES
  申请人：Kyorin Pharmaceutical Co., Ltd.

  公开号：EP2578568A1

  公开（公告）日：2013-04-10

  An inexpensive and industrially advantageous method for producing optically active syn-3-(N-substituted-aminomethyl)-4-fluoropyrrolidine which may be an intermediate for producing pharmaceuticals is provided. The present invention relates a method for producing a syn-1-protected-4-fluoro-3-(N-substituted-N-nitrobenzenesulfonyl)pyrrolidine derivative or it's enantiomer, or their salts comprising the process of fluorinating a compound represented by the general formula (6) (in the formula, PG1 represents a protecting group for an amino group, R1 represents a C1 to C6 alkyl group which may be substituted or a C3 to C8 cycloalkyl group which may be substituted, and Ns represents a 2-nitrobenzenesulfonyl group or a 4-nitrobenzenesulfonyl group) or it's enantiomer using a nucleophilic fluorinating agent and an organic base having an amidine or guanidine structure.

  本发明提供了一种生产具有光学活性的合成-3-(N-取代-氨甲基)-4-氟吡咯烷的廉价且具有工业优势的方法，该方法可作为生产药物的中间体。本发明涉及一种生产受 syn-1 保护的-4-氟-3-(N-取代-N-硝基苯磺酰基)吡咯烷衍生物或其对映体或它们的盐的方法，包括将通式 (6) 所代表的化合物氟化的过程（式中，PG1 代表氨基的保护基团、R1 代表可能被取代的 C1 至 C6 烷基或可能被取代的 C3 至 C8 环烷基，Ns 代表 2-硝基苯磺酰基或 4-硝基苯磺酰基）或其对映体，使用亲核氟化剂和具有脒基或胍基结构的有机碱。
• Processes and reagents for oligonucleotide synthesis and purification
  申请人：Manoharan Muthiah

  公开号：US20050267300A1

  公开（公告）日：2005-12-01

  The present invention relates to processes and reagents for oligonucleotide synthesis and purification. One aspect of the present invention relates to compounds useful for activating phosphoramidites in oligonucleotide synthesis. Another aspect of the present invention relates to a method of preparing oligonucleotides via the phosphoramidite method using an activator of the invention. Another aspect of the present invention relates to sulfur-transfer agents. In a preferred embodiment, the sulfur-transfer agent is a 3-amino-1,2,4-dithiazolidine-5-one. Another aspect of the present invention relates to a method of preparing a phosphorothioate by treating a phosphite with a sulfur-transfer reagent of the invention. In a preferred embodiment, the sulfur-transfer agent is a 3-amino-1,2,4-dithiazolidine-5-one. Another aspect of the present invention relates to compounds that scavenge acrylonitrile produced during the deprotection of phosphate groups bearing ethylnitrile protecting groups. In a preferred embodiment, the acrylonitrile scavenger is a polymer-bound thiol. Another aspect of the present invention relates to agents used to oxidize a phosphite to a phosphate. In a preferred embodiment, the oxidizing agent is sodium chlorite, chloroamine, or pyridine-N-oxide. Another aspect of the present invention relates to methods of purifying an oligonucleotide by annealing a first single-stranded oligonucleotide and second single-stranded oligonucleotide to form a double-stranded oligonucleotide; and subjecting the double-stranded oligonucleotide to chromatographic purification. In a preferred embodiment, the chromatographic purification is high-performance liquid chromatography.

  本发明涉及寡核苷酸合成和纯化的工艺和试剂。本发明的一个方面涉及在寡核苷酸合成中用于活化磷酰胺的化合物。本发明的另一方面涉及一种使用本发明活化剂通过亚磷酰胺法制备寡核苷酸的方法。本发明的另一方面涉及硫转移剂。在一个优选的实施方案中，硫转移剂是 3-氨基-1,2,4-二噻唑烷-5-酮。本发明的另一方面涉及一种通过用本发明的硫转移试剂处理亚磷酸酯来制备硫代磷酸酯的方法。在一个优选的实施方案中，硫转移剂是 3-氨基-1,2,4-二噻唑烷-5-酮。本发明的另一方面涉及清除带有乙腈保护基团的磷酸基团脱保护过程中产生的丙烯腈的化合物。在一个优选的实施方案中，丙烯腈清除剂是一种与聚合物结合的硫醇。本发明的另一方面涉及用于将亚磷酸盐氧化成磷酸酯的制剂。在一个优选的实施方案中，氧化剂为亚氯酸钠、氯胺或吡啶-N-氧化物。本发明的另一方面涉及纯化寡核苷酸的方法，其方法是将第一单链寡核苷酸和第二单链寡核苷酸退火，形成双链寡核苷酸；并将双链寡核苷酸进行色谱纯化。在一个优选的实施方案中，色谱纯化是高效液相色谱法。
• Process and reagents for oligonucleotide synthesis and purification
  申请人：Alnylam Pharmaceuticals, Inc.

  公开号：EP2540734B1

  公开（公告）日：2016-03-30