tert-butyl α-isothiocyanatoacetate | 58511-02-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl α-isothiocyanatoacetate
• 英文别名: t-butyl 2-isothiocyanatoacetate；tert-butyl isothiocyanatoacetate；t-butyl isothiocyanatoacetate；Acetic acid, isothiocyanato-, 1,1-dimethylethyl ester；tert-butyl 2-isothiocyanatoacetate
• CAS: 58511-02-7
• 化学式: C₇H₁₁NO₂S
• 分子量: 173.236
• InChiKey: CCYGJGXVVDNERO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  70.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl α-isothiocyanatoacetate 在 氯 作用下， 以 正己烷 为溶剂， 生成
  参考文献：
  名称：

  Identification of small molecules that inhibit GSK-3β through virtual screening

  摘要：

  Glycogen synthase kinase-3 beta (GSK-3 beta) is involved in glycogen metabolism, neuronal cell development, osteoblast differentiation. Small molecule inhibitors of GSK-3 beta have various therapeutic potential for the treatment of diabetes type II, bipolar disorders, stroke and chronic in. ammatory disease.To identify GSK-3 beta inhibitors with novel scaffold from chemical library, we primarily screened out putative inhibitors through computer modeling and subsequently evaluated the inhibitory activity of selected compounds against GSK-3 beta by in vitro Z'-LYTE (TM) assay. A series of compound KRMs strongly inhibited phosphorylation of its substrate with IC50 value of approximately 0.5 mu M. Also, we demonstrated that KRM-189 and KRM-191 competed with ATP for GSK-3 beta, leading to decreased V-max and constant Km with increasing concentrations of ATP as determined from Lineweaver-Berk equation. Moreover, they showed the selectivity for GSK-3 beta over other kinases with IC50 values of 2 to 10 mu M or more Incubation of cells with KRM-191 with highly selective and potent inhibitory activity caused accumulation of beta-catenin, downstream of GSK-3 beta signaling pathway, indicating that small molecule can prevent degradation of beta-catenin via GSK-3 beta inhibition. Our results suggest that modeling in combination with in vitro assays can be used for the identification of selective and potent inhibitors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.120
• 作为产物：
  描述：

  二硫化碳 、 甘氨酸叔丁酯 在 N,N'-二环己基碳二亚胺 作用下， 以 乙醚 为溶剂， 反应 18.0h， 以82%的产率得到tert-butyl α-isothiocyanatoacetate
  参考文献：
  名称：

  通过使用涉及一系列多功能催化剂的合成，多重催化的使用和合理设计实验的综合策略，对酰亚胺进行对映选择性氮杂-迈克尔加成反应

  摘要：

  通过一种综合方法优化了具有挑战性的不对称反应（将氮杂氮杂至迈克尔加成烯酮），该方法涉及有机催化剂家族的合成，多重催化（添加剂的使用），最后通过应用合理地探索化学空间实验设计

  DOI：

  10.1002/chem.201301493

文献信息

• Elucidating the Structure-Property Relationships of Donor-π-Acceptor Dyes for Dye-Sensitized Solar Cells (DSSCs) through Rapid Library Synthesis by a One-Pot Procedure
  作者：Shinichiro Fuse、Sakae Sugiyama、Masato M. Maitani、Yuji Wada、Yuhei Ogomi、Shuzi Hayase、Ryuzi Katoh、Tatsuo Kaiho、Takashi Takahashi

  DOI：10.1002/chem.201402093

  日期：2014.8.18

  The creation of organic dyes with excellent high power conversion efficiency (PCE) is important for the further improvement of dye‐sensitized solar cells. We wish to describe the rapid synthesis of a 112‐membered donor‐π‐acceptor dye library by a one‐pot procedure, evaluation of PCEs, and elucidation of structure–property relationships. No obvious correlations between ε, and the η were observed, whereas

  具有出色的高功率转换效率（PCE）的有机染料的产生对于进一步改善染料敏化太阳能电池非常重要。我们希望描述通过一锅法，PCE的评估以及结构与属性之间关系的阐明来快速合成112个成员的供体π受体染料库。没有观察到ε与η之间有明显的相关性，而染料的HOMO和LUMO水平对于η至关重要。具有更高的E HOMO阳性和E LUMO <-0.80 V的染料具有更高的PCE。适当的驱动力对于高J sc至关重要，它是高η时最重要的参数。E HOMO和E LUMO的上述标准对于创建高PCE染料应该是有用的。然而，这不足以确定供体，π和受体嵌段的最佳组合。组合合成和评估对于确定最佳染料很重要。
• Catalytic Enantioselective Aldol Additions of α-Isothiocyanato Imides to Aldehydes
  作者：Le Li、Eric G. Klauber、Daniel Seidel

  DOI：10.1021/ja804838y

  日期：2008.9.17

  Highly enantioselective organocatalytic aldol additions of alpha-isothiocyanato imides to aldehydes are reported. These reactions provide convenient access to enantiomerically enriched and protected beta-hydroxy-alpha-amino acids with catalyst loadings as low as 1 mol%.

  据报道，α-异硫氰酸亚胺与醛的高度对映选择性有机催化羟醛加成反应。这些反应可以方便地获得对映异构体富集和受保护的 β-羟基-α-氨基酸，催化剂负载量低至 1 mol%。
• 5-(1,3,4-OXADIAZOL-2-YL)-1H-INDAZOLE AND 5-(1,3,4-THIADIAZOL-2-YL)-1H-INDAZOLE DERIVATIVES AS SGK INHIBITORS FOR THE TREATMENT OF DIABETES
  申请人：Klein Markus

  公开号：US20100063115A1

  公开（公告）日：2010-03-11

  Novel aminoindazolylurea derivatives of the formula (I), in which L, X, Y, R 3 , R 4 and R 5 have the meanings indicated in Claim 1, are SGK inhibitors and can be used for the treatment of SGK-induced diseases and complaints, such as diabetes, obesity, metabolic syndrome (dyslipidaemia), systemic and pulmonary hypertonia, cardiovascular diseases and kidney diseases, generally in fibroses and inflammatory processes of any type.

  新型氨基吲唑基脲衍生物的化学式（I），其中L、X、Y、R3、R4和R5具有权利要求1中指示的含义，是SGK抑制剂，可用于治疗由SGK引起的疾病和不适，如糖尿病、肥胖、代谢综合征（血脂异常）、全身和肺动脉高压、心血管疾病和肾脏疾病，通常用于任何类型的纤维化和炎症过程。
• Long-term stability of novel double rhodanine indoline dyes having one and two anchor carboxyl group(s) in dye-sensitized solar cells
  作者：M. Matsui、N. Tanaka、Y. Kubota、K. Funabiki、J. Jin、S. Higashijima、H. Miura、K. Manseki

  DOI：10.1039/c5ra23623a

  日期：——

  An indoline dye having both α-cyanoacrylic and rhodanine acetic acid anchor groups at the acceptor moiety exhibited improved stability upon fluorescence lamp irradiation.

  一种吲哚啉染料，在受体部分具有α-氰基丙烯酸和罗丹明乙酸锚定基团，表现出在荧光灯照射下的稳定性得到改善。
• 3-Acylamino-1-carboxymethylaminocarbonyl-2-azetidinones
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04576749A1

  公开（公告）日：1986-03-18

  Antibacterial activity is exhibited by 2-azetidinones having a 3-acylamino substituent and a 1-substituent of the formula ##STR1## (or a salt or ester thereof).

  具有3-酰氨取代基和1-取代基的2-氮杂环己酮（或其盐或酯）表现出抗菌活性，其化学式为##STR1##。