7-nitro-3,9-dihydrocyclopenta[b]chromen-1(2H)-one | 1093126-19-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-nitro-3,9-dihydrocyclopenta[b]chromen-1(2H)-one
• 英文别名: 7-nitro-3,9-dihydro-2H-cyclopenta[b]chromen-1-one；7-nitro-2,3-dihydro-1H-cyclopenta[b]chromen-1-one
• CAS: 1093126-19-2
• 化学式: C₁₂H₉NO₄
• 分子量: 231.208
• InChiKey: YWPVMOZGPUXXJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  L-高半胱氨酸 、 7-nitro-3,9-dihydrocyclopenta[b]chromen-1(2H)-one 在 4-羟乙基哌嗪乙磺酸 作用下， 以 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Colorimetric Detection of Thiols Using a Chromene Molecule

  摘要：

  A new thiol-containing colorimetric probe has been developed by using a chromene derivative, 7-nitro-2,3-dihydro-1H-cyclopenta[b]chromen-1-one (1). The molecule exhibited high selectivity and sensitivity for detecting thiol species as cysteine, homocysteine, and glutathione in aqueous solution through a rapid visual color change from colorless to yellow.

  DOI：

  10.1021/ol901951h
• 作为产物：
  描述：

  3-Hydroxy-2-[(2-hydroxy-5-nitrophenyl)methyl]cyclopent-2-en-1-one 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到7-nitro-3,9-dihydrocyclopenta[b]chromen-1(2H)-one
  参考文献：
  名称：

  Multi-catalysis reactions: direct organocatalytic sequential one-pot synthesis of highly functionalized cyclopenta[b]chromen-1-ones

  摘要：

  我们开发了一种名为 "多催化"（multi-catalysis）的新技术，用于高官能度杂环的顺序式一次锅合成。报告了一种实用而新颖的多组分苯胺、自催化和布氏酸催化选择性工艺，用于高取代度的 2-(2-羟基芳基)-环戊烷-1,3-二酮、3,9-二氢-2H-环戊二烯并[b]色烯-1-酮和 3,3-二甲基-2,3,4,9-四氢-氧杂蒽-1-酮的顺序一锅合成。将苯胺和自催化级联烯化-氢化（O-H）与布氏酸催化级联氧-迈克尔-脱水（OM-DH）直接结合在一起、在水杨醛和有机酐的催化下，以一锅法生成高产率的高度官能化的 3,9-二氢-2H-环戊并[b]色烯-1-酮和 3,3-二甲基-2,3,4,9-四氢-氧杂蒽-1-酮。

  DOI：

  10.1039/b812551a

文献信息

• Catalytic Acceptorless Dehydrogenation of Amino Alcohols and 2-Hydroxybenzyl Alcohols for Annulation Reaction under Neutral Conditions
  作者：Akanksha M. Pandey、Naveen Kumar Digrawal、Nirmala Mohanta、Akash Bandu Jamdade、Moreshwar B. Chaudhari、Girish Singh Bisht、Boopathy Gnanaprakasam

  DOI：10.1021/acs.joc.1c00714

  日期：2021.7.2

  base-free and acceptorless Ru-catalyzed dehydrogenative approach has been developed for the synthesis of N-heterocycles by using 1,3-dicarbonyls and amino alcohols through a domino sequential enamine formation and intramolecular oxidative cyclization strategy. This unified approach is also applicable for the synthesis of O-heterocycles involving 2-hydroxybenzyl alcohol as a coupling reactant via consecutive

  开发了一种无碱和无受体的 Ru 催化脱氢方法，通过多米诺顺序烯胺形成和分子内氧化环化策略，使用 1,3-二羰基和氨基醇合成N-杂环。这种统一的方法也适用于通过连续的 C-烷基化和分子内环化步骤合成 2-羟基苯甲醇作为偶联反应物的 O-杂环。本协议适用于各种重要的生物学支架的合成，如四氢-4 H -indol-4-one、3,4-dihydroacridin-1(2 H )-one 和四氢-1 H - xanthen-使用单一催化系统的 1-ones 衍生物，即。RuH 2CO(PPh 3 ) 3。对环境无害的 H 2 O 和 H 2是该多米诺骨牌过程中唯一的副产品。此外，该报告还描述了使用醇作为烷基化伙伴的RuH 2 CO(PPh 3 ) 3 -催化的四氢-4 H-吲哚-4-酮的C3-烷基化。首次证明了无受体脱氢环化的无溶剂克级反应。一些实验研究和光谱证据为 Ru 催化的氨基醇或 2-羟基
• [EN] NOVEL COUMARIN DERIVATIVE FOR DETECTION OF CYSTEINE AND PROCESS FOR THE SYNTHESIS THEREOF<br/>[FR] NOUVEAU DÉRIVÉ DE COUMARINE POUR LA DÉTECTION DE CYSTÉINE ET PROCÉDÉ DE SYNTHÈSE ASSOCIÉ
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2016166773A1

  公开（公告）日：2016-10-20

  The present invention relates to a coumarin derivative of Formula (L) for detection of cysteine and process for preparation thereof. The present invention further relates to a process of detection of cysteine residues present in protein as well as the cysteine released by the enzymatic action of aminoacylase 1 by using coumarin derivative of Formula (L).

  本发明涉及一种用于检测半胱氨酸的香豆素衍生物（L式），以及其制备方法。本发明还涉及一种利用L式香豆素衍生物检测蛋白质中存在的半胱氨酸残基以及通过氨酰化酶1的酶促作用释放的半胱氨酸的方法。
• Coumarin derivative for detection of cysteine and process for the synthesis thereof
  申请人：COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH

  公开号：US10030002B2

  公开（公告）日：2018-07-24

  The present invention relates to a coumarin derivative of Formula (L) for detection of cysteine and process for preparation thereof. The present invention further relates to a process of detection of cysteine residues present in protein as well as the cysteine released by the enzymatic action of aminoacylase 1 by using coumarin derivative of Formula (L).

  本发明涉及一种用于检测半胱氨酸的式(L)香豆素衍生物及其制备方法。本发明还涉及一种使用式（L）香豆素衍生物检测蛋白质中存在的半胱氨酸残基以及氨基酰化酶 1 在酶促作用下释放的半胱氨酸的工艺。
• NOVEL COUMARIN DERIVATIVE FOR DETECTION OF CYSTEINE AND PROCESS FOR THE SYNTHESIS THEREOF
  申请人：Council of Scientific and Industrial Research

  公开号：EP3283461A1

  公开（公告）日：2018-02-21
• METHANE-TO-ACETATE PATHWAY FOR PRODUCING LIQUID BIOFUELS AND BIORENEWABLES
  申请人：The Penn State Research Foundation

  公开号：US20150147791A1

  公开（公告）日：2015-05-28

  The engineering of a pathway converting CH 4 to acetate and eventually to liquid fuels is disclosed. The engineered pathway involves an engineered reversal of the natural pathway for acetate conversion to CH 4 by microbes and coupling the engineered pathway to existing and future technologies for microbial or chemical conversion of acetate to liquid fuels. In one aspect, methods for producing modified pathways and/or microbes are provided. In another aspect engineered microbes, including Methanosarcina acetivorans, that incorporate the engineered pathway are provided, which can mediate conversion of CH 4 to acetate for ultimate conversion to liquid fuels. In a further aspect, specific modifications to the components of the pathway are provided.