benzylcarbamic acid oxiranylmethyl ester | 170956-42-0

• 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: benzylcarbamic acid oxiranylmethyl ester
• 英文别名: benzyl glycidyl carbamate；N-benzyl glycidyl carbamate；glycidyl N-benzylcarbamate；oxiran-2-ylmethyl N-benzylcarbamate
• CAS: 170956-42-0
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: RQNRVQSWFSCHJO-UHFFFAOYSA-N

物化性质

• 沸点：
  369.3±25.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  50.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzylcarbamic acid oxiranylmethyl ester 在 sodium hydroxide 、 氯化亚砜 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 3-benzyl-4-benzyloxymethyl-2-oxo-1,2,3,-oxathiazolidine
  参考文献：
  名称：

  Nucleophilic ring opening of cyclic sulphamidites

  摘要：

  The cyclic sulphamidites (2S,4S)- and (2R,4S)-3-benzyl-4-benzyloxymethyl-2-oxo-1,2,3-oxathiazolidine 1 were prepared from S-glycidol in 60-66% overall yield. Nucleophilic ring opening of 1 by cyanide, azide and benzyloxy anions have been studied with respect to regio and stereospecificity. A mild procedure for benzylation of alcohols was introduced.

  DOI：

  10.1016/0957-4166(95)00211-7
• 作为产物：
  描述：

  allyl benzylcarbamate 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 benzylcarbamic acid oxiranylmethyl ester
  参考文献：
  名称：

  Library of 1,4-Disubstituted 1,2,3-Triazole Analogs of Oxazolidinone RNA-Binding Agents

  摘要：

  The design and synthesis of small molecules that target RNA is immensely important in antibacterial therapy. We had previously reported on the RNA binding of a series of 4,5-disubstituted 2-oxazolidinones that bind to a highly conserved bulge region of bacterial RNA. This biological target T box antitermination system, which is found mainly in Gram-positive bacteria, regulates the expression of several amino acid related genes. In an effort to amplify our library, we have prepared a library of I,4-disubstituted 1,2,3-triazole analogs that entails an isosteric replacement of the oxazolidinone nucleus. The synthesis of the new analogs was enhanced via copper(I) catalysis of an azide and alkyne cycloaddition reaction. A total of 108 1,4-disubstituted 1,2,3-triazole compounds have been prepared. All compounds were evaluated as RNA binding agents.

  DOI：

  10.1021/cc100029y

文献信息

• Synthesis of multifunctional 4-hydroxymethyl 2-oxazolidinones from glycidyl carbamate derivatives catalyzed by bicyclic guanidine
  作者：Yoshiaki Yoshida、Takeshi Endo

  DOI：10.1016/j.tetlet.2021.153086

  日期：2021.5

  4-Hydroxymethyl 2-oxazolidinones have been successfully synthesized under mild conditions by the intramolecular cyclization of glycidyl carbamate derivatives with a bicyclic guanidine as the efficient catalyst. This reaction system, which is also applicable to the multifunctional compounds, can provide bi- and tri-functional alcohols having oxazolidinone moieties.

  通过以双环胍为有效催化剂的氨基缩水甘油酯衍生物的分子内环化，已在温和条件下成功合成了4-羟甲基2-恶唑烷酮。该反应体系也适用于多官能化合物，可以提供具有恶唑烷酮部分的双官能和三官能醇。
• 10a-Azalide Compound
  申请人：Sugimoto Tomohiro

  公开号：US20090281292A1

  公开（公告）日：2009-11-12

  [Object]: To provide a compound having a novel structure effective against Hemophilus influenzae and erythromycin resistant bacteria (for example, resistant pneumococci and streptococci) as well as against conventional erythromycin sensitive bacteria. [Solution]: A novel 10a-azalide compound represented by the formula (I), a pharmaceutically acceptable salt thereof or a solvate thereof, or an intermediate for the preparation of the same. The compound of the present invention has superior antibacterial activity against Hemophilus influenzae , erythromycin resistant pneumococci and the like, and therefore, the compound can be used as a therapeutic agent of infectious diseases.

  【目标】提供一种具有新结构的化合物，对流感嗜血杆菌和红霉素耐药菌（例如耐药肺炎球菌和链球菌）以及传统的红霉素敏感菌具有有效作用。 【解决方案】本发明提供了一种新型10a-氮杂环十六元化合物，其化学式为（I），其药学上可接受的盐或其溶剂化物，或其制备的中间体。该化合物对流感嗜血杆菌、红霉素耐药性肺炎球菌等具有卓越的抗菌活性，因此可以作为治疗传染病的药物。
• 10a-AZALIDE COMPOUND
  申请人：TAISHO PHARMACEUTICAL CO., LTD

  公开号：EP1985620A1

  公开（公告）日：2008-10-29

  [Object]: To provide a compound having a novel structure effective against Hemophilus influenzae and erythromycin resistant bacteria (for example, resistant pneumococci and streptococci) as well as against conventional erythromycin sensitive bacteria. [Solution]: A novel 10a-azalide compound represented by the formula (I), a pharmaceutically acceptable salt thereof or a solvate thereof, or an intermediate for the preparation of the same. The compound of the present invention has superior antibacterial activity against Hemophilus influenzae, erythromycin resistant pneumococci and the like, and therefore, the compound can be used as a therapeutic agent of infectious diseases.

  [目的]：提供一种具有新型结构的化合物，该化合物对流感嗜血杆菌和红霉素耐药菌（例如耐药肺炎球菌和链球菌）以及传统的红霉素敏感菌有效。 [解决方案］一种由式（I）代表的新型 10a-azalide 化合物、其药学上可接受的盐或其溶液，或制备其的中间体。本发明的化合物对流感嗜血杆菌、耐红霉素肺炎球菌等具有优异的抗菌活性，因此可用作传染性疾病的治疗剂。
• Tosylated glycerol carbonate, a versatile bis-electrophile to access new functionalized glycidol derivatives
  作者：Jolanta Rousseau、Cyril Rousseau、Benita Lynikaite˙、Algirdas Šačkus、Claudia de Leon、Patrick Rollin、Arnaud Tatibouët

  DOI：10.1016/j.tet.2009.07.095

  日期：2009.10

  The reactivity of tosylated glycerol carbonate 2 toward nucleophiles has been exploited to generate glycidol analogues protected with carbonate or carbamate groups. The activated glycerol 2 is a reasonable linking agent with thiol and alcohol nucleophiles and an excellent and selective one with primary amines, allowing efficient bis-functionalizations of glycerol. (C) 2009 Elsevier Ltd. All rights reserved.
• Rearrangements and racemisation during the synthesis of l-serine derived oxazolidin-2-ones
  作者：Sean P Bew、Steven D Bull、Stephen G Davies、Edward D Savory、David J Watkin

  DOI：10.1016/s0040-4020(02)01223-1

  日期：2002.11

  The propensity for N-Boc-4-hydroxymethyl-oxazolidin-2-ones to undergo rapid O-O and N-O carbonyl transfer makes these L-serine derived chiral auxiliaries unsuitable for attachment to polymers. (C) 2002 Elsevier Science Ltd. All rights reserved.