(1S,2S)-(+)-2-benzyloxycyclopentanol | 135357-10-7

• 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: (1S,2S)-(+)-2-benzyloxycyclopentanol
• 英文别名: (1S,2S)-2-benzyloxy-1-cyclopentanol；(1S,2S)-2-(benzyloxy)cyclopentan-1-ol；(1S,2S)-2-phenylmethoxycyclopentan-1-ol
• CAS: 135357-10-7
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: ZLAPGVQTWHCDPT-RYUDHWBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,2S)-(+)-2-benzyloxycyclopentanol 在 sodium hypochlorite 、 2-azaadamantane-N-oxyl 、 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 反应 25.0h， 生成 (1R,2R)-2-氨基环戊醇
  参考文献：
  名称：

  Hybrid Organo- and Biocatalytic Process for the Asymmetric Transformation of Alcohols into Amines in Aqueous Medium

  摘要：

  A hybrid organo- and biocatalytic system for the asymmetric conversion of racemic alcohols into amines was developed. Combining an organocatalyst, AZADO, an oxidant, NaOCl, and an enzyme, omega-transaminase, we implemented a one-pot oxidation-transamination sequential process in aqueous medium. The method showed broad substrate scope and was successfully applied to conventional secondary alcohols and sterically hindered beta-substituted cycloalkanols, where a highly stereoselective dynamic asymmetric bioamination enabled us to set up both contiguous stereocenters with very high enantio- and diastereomeric ratio (>90% yield, >99% ee, and up to 49:1 dr).

  DOI：

  10.1021/acscatal.7b01543
• 作为产物：
  描述：

  1-(benzyloxy)cyclopentene 在 sodium hydroxide 、 (+)-diisopinocampheylborane dimer 、 双氧水 作用下， 生成 (1S,2S)-(+)-2-benzyloxycyclopentanol
  参考文献：
  名称：

  Hydroboration of vinyl ethers with diisopinocampheylborane

  摘要：

  DOI：

  10.1021/jo00244a013

文献信息

• [EN] HETEROARYL COMPOUNDS AND THEIR USE AS THERAPEUTIC DRUGS<br/>[FR] COMPOSÉS HÉTÉROARYLE ET LEUR UTILISATION COMME MÉDICAMENTS THÉRAPEUTIQUES
  申请人：DONG-A SOCIO HOLDINGS CO LTD

  公开号：WO2017039331A1

  公开（公告）日：2017-03-09

  The present invention provides heterocyclic compounds, the stereoisomer thereof, the enantiomer thereof, or the pharmaceutically acceptable salt, which are capable of modulating the activity of Mer receptor tyrosine kinase (MERTK). This invention also provides pharmaceutical compositions thereof, methods to prepare the said compounds, and the use of such compounds as a medicament. The present invention is directed to MERTK inhibitory compounds with marked potency, thereby having an outstanding potential for a pharmaceutical intervention of cancer and any other diseases related to MERTK dysregulation.

  本发明提供了一种杂环化合物、其立体异构体、对映异构体或药用可接受的盐，这些化合物能够调节Mer受体酪氨酸激酶（MERTK）的活性。本发明还提供了这些化合物的药物组合物、制备所述化合物的方法以及将这些化合物用作药物的应用。本发明针对的是具有显著活性的MERTK抑制性化合物，因此具有在癌症和任何与MERTK调控失调相关的疾病中进行药物干预的卓越潜力。
• CpRu^IIPF₆/Quinaldic Acid-Catalyzed Chemoselective Allyl Ether Cleavage. A Simple and Practical Method for Hydroxyl Deprotection
  作者：Shinji Tanaka、Hajime Saburi、Yoshitaka Ishibashi、Masato Kitamura

  DOI：10.1021/ol0493397

  日期：2004.5.1

  complex in combination with quinaldic acid shows high reactivity and chemoselectivity for the catalytic deprotection of hydroxyl groups protected as allyl ethers. The catalyst operates in alcoholic solvents without the need for any additional nucleophiles, satisfying the practical requirements of operational simplicity, safety, and environmental friendliness. The wide applicability of this deprotection

  阳离子CpRu（II）配合物与奎宁酸组合显示出高反应活性和化学选择性，可催化脱保护作为烯丙基醚的羟基。该催化剂在醇溶剂中操作，不需要任何其他亲核试剂，满足了操作简便，安全和环境友好的实际要求。该脱保护策略对包括肽和核苷在内的多种多功能分子的广泛应用，可能在保护基化学中提供新的机会。[结构：见文字]
• Stereoinversion of Stereocongested Carbocyclic Alcohols via Triflylation and Subsequent Treatment with Aqueous <i>N</i>,<i>N</i>-Dimethylformamide
  作者：Hidenori Ochiai、Takashi Niwa、Takamitsu Hosoya

  DOI：10.1021/acs.orglett.6b02675

  日期：2016.12.2

  stereocongested carbocyclic substrates, is reported. A simple three-step procedure, including triflylation of the hydroxy group, nucleophilic oxygenative displacement by the treatment with aqueous N,N-dimethylformamide (DMF), and methanolysis, allowed for efficient stereoinversion of various substrates, including sugar derivatives, in one pot.

  报道了一种适用于立体拥挤的碳环底物的仲醇立体转化的便利方法。一个简单的三步程序，包括羟基的三氟甲基化，通过用N，N-二甲基甲酰胺（DMF）水溶液处理引起的亲核氧取代和甲醇分解，可在一锅中有效立体异构化各种底物，包括糖衍生物。
• Carbocyclic Phosphonate-Based Nucleotide Analogs Related to PMEA II. Racemic cis-Configured Derivatives
  作者：Radek Liboska、Milena Masojídková、Ivan Rosenberg

  DOI：10.1135/cccc19960778

  日期：——

  Racemic N-(cis-2-phosphonomethoxycycloalkyl) derivatives of heterocyclic bases, a novel type of nucleotide analogs related to 9-(2-phosphonomethoxyethyl)adenine (PMEA), are reported. The synthesis of adenine- (6a, 6b), uracil- (6c) and cytosine- (6d) containing carbocyclic phosphonates is based on the reaction of cis-2-hydroxycycloalkyl derivatives of protected nucleobases with diisopropyl tosyloxymethanephosphonate. The starting purine-containing nucleoside analogs 5a-5f were prepared by the Mitsunobu reaction of protected nucleobases with trans-2-benzyloxycycloalkanols, whereas pyrimidine-containing nucleoside analogs 5g-5k were obtained by configurational inversion at C-2' of the corresponding 1-(trans-2-hydroxycycloalkyl)pyrimidines via ring opening of their 2,2'-anhydro derivatives.

  报道了一种新型的与9-(2-磷酸甲氧基乙基)腺嘌呤（PMEA）相关的核苷酸衍生物，即外消旋N-(顺式-2-磷酸甲氧基环烷基)杂环碱类衍生物。含嘌呤（6a、6b）、尿嘧啶（6c）和胞嘧啶（6d）的含碳环膦酸酯的合成基于保护核碱类顺式-2-羟基环烷基衍生物与二异丙基对甲苯磺酸氧甲基膦酸酯反应。起始嘌呤含核苷类似物5a-5f通过保护核碱类与顺式-2-苄氧基环烷醇进行三室部反应制备，而含嘧啶的核苷类似物5g-5k通过对应1-(顺式-2-羟基环烷基)嘧啶的2,2'-脱水衍生物环开合在其2'位构型反转获得。
• Compounds and compositions useful for treating disorders related to NTRK
  申请人：BLUEPRINT MEDICINES CORPORATION

  公开号：US10017512B2

  公开（公告）日：2018-07-10

  This disclosure relates to inhibitors of NTRK that are active against wild-type NTRK and its resistant mutants, such as compounds of Formula (I):

  本公开涉及对野生型 NTRK 及其抗性突变体有活性的 NTRK 抑制剂，如式 (I) 化合物：