3-(苄氧基)丙酸 | 27912-85-2

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(苄氧基)丙酸
• 英文名称: 3-(benzyloxy)propanoic acid
• 英文别名: 3-benzyloxypropionic acid；3-phenylmethoxypropanoic acid
• CAS: 27912-85-2
• 化学式: C₁₀H₁₂O₃
• mdl: MFCD09951713
• 分子量: 180.203
• InChiKey: OZGUGVRKYBSDBN-UHFFFAOYSA-N

物化性质

• 熔点：
  31.5-33.5 °C
• 沸点：
  124-130 °C(Press: 0.01 Torr)
• 密度：
  1.153±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2918990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  -20°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-(Benzyloxy)propanoic acid
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 3-(Benzyloxy)propanoic acid
CAS number: 27912-85-2

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C10H12O3
Molecular weight: 180.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-(苄氧基)丙酸 在 lithium aluminium deuteride 作用下， 以 四氢呋喃 为溶剂， 生成 3-benzyloxy-1-[1-2H2]propanol
  参考文献：
  名称：

  [EN] ORGANIC COMPOUNDS
  [FR] COMPOSÉS ORGANIQUES

  摘要：

  本发明涉及特定氘代取代杂环融合的γ-喜树碱，其以自由、固态、药用可接受的盐和/或在本文中描述的基本纯净形式存在，以及其制备的药物组合物和在治疗涉及5-HT2A受体、血清素转运体（SERT）、多巴胺D1和D2受体信号通路和/或-阿片受体的疾病中使用的方法。

  公开号：

  WO2019183341A1
• 作为产物：
  描述：

  3-苄氧基丙腈 在 盐酸 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 3-(苄氧基)丙酸
  参考文献：
  名称：

  Gutman, Arie L.; Meyer, Elazar; Boltanski, Aviv, Synthetic Communications, 1988, vol. 18, # 11, p. 1311 - 1322

  摘要：

  DOI：

文献信息

• [EN] STRAD-BINDING AGENTS AND USES THEREOF<br/>[FR] AGENTS DE LIAISON À STRAD ET LEURS UTILISATIONS
  申请人：UNIV CALIFORNIA

  公开号：WO2021155004A1

  公开（公告）日：2021-08-05

  Disclosed herein, inter alia, are compounds for binding STRAD pseudokinase and uses thereof.

  披露的内容包括，但不限于，用于结合STRAD假激酶的化合物及其用途。
• Small Ring Constrained Peptidomimetics. Synthesis of Epoxy Peptidomimetics, Inhibitors of Cysteine Proteases
  作者：Mariangela Demarcus、Maria Luisa Ganadu、Giovanni Maria Mura、Andrea Porcheddu、Laura Quaranta、Gianna Reginato、Maurizio Taddei

  DOI：10.1021/jo000961w

  日期：2001.2.1

  Different dipeptide analogues containing an oxirane ring in the place of the peptidic bond were prepared starting from naturally occurring amino acids. N-Fmoc-amino aldehydes were transformed into the corresponding methoxyvinyl derivatives through a Wittig reaction, and the addition of PhSeCl gave a series of different alpha-phenylselenyl aldehydes. Mukajiama reaction with silylketene acetals gave

  从天然存在的氨基酸开始，制备了不同的在肽键上含有环氧乙烷环的二肽类似物。通过Wittig反应将N-Fmoc-氨基醛转化为相应的甲氧基乙烯基衍生物，并加入PhSeCl得到一系列不同的α-苯基硒基醛。Mukajiama与甲硅烷基乙烯酮缩醛的反应产生了一种中间产物，该中间产物最终被转化为所需的环氧乙烷基肽模拟物。按照这种策略，我们能够从对映体纯的氨基酸开始控制三个新的连续立体中心。由于最终环氧化物在酸性条件下相对不稳定，因此二肽类似物可用于SASRIN树脂的SPPS中。此外，单二肽模拟物的合成是在固相上进行的，以生成一个小的环氧肽模拟物库。这项工作中制备的某些产品是半胱氨酸蛋白酶的时间依赖性可逆抑制剂。
• Synthesis, CoMFA Analysis, and Receptor Docking of 3,5-Diacyl-2,4-Dialkylpyridine Derivatives as Selective A₃ Adenosine Receptor Antagonists
  作者：An-Hu Li、Stefano Moro、Nancy Forsyth、Neli Melman、Xiao-duo Ji、Kenneth A. Jacobson

  DOI：10.1021/jm980550w

  日期：1999.2.1

  receptor antagonists recently proposed, we applied comparative molecular field analysis (CoMFA) to obtain a three-dimensional quantitative structure-activity relationship for pyridine derivatives, having good predictability (r2pred = 0.873) for compounds in the test set. A rhodopsin-based model of the human A3 receptor was built, and the pyridine reference ligand 2,3,4, 5-tetraethyl-6-phenyl-pyridine-3-th

  已发现 3,5-二酰基-2,4-二烷基-6-苯基吡啶衍生物是人和大鼠 A3 腺苷受体的选择性拮抗剂（Li 等人 J. Med. Chem. 1998, 41, 3186-3201） 。在本研究中，合成了该系列中的环约束、氟、羟基和其他衍生物，并在放射性配体结合测定中测试了对腺苷受体的亲和力。使用[125I]AB-MECA（N6-（4-氨基-3-碘苄基）-5'-N-甲基氨基甲酰基腺苷）测定重组人和大鼠A3腺苷受体的Ki值。确定 A3 腺苷受体的选择性与大鼠脑 A1 和 A2A 受体上放射性配体的结合，并确定吡啶环不同位置（3-和 5-酰基取代基以及 2-和 4-烷基取代基）的结构-活性关系探查。在 5 位包含 β-氟乙基 (7) 或 γ-氟丙酯 (26) 有利于人 A3 受体亲和力，导致 Ki 值分别为 4.2 和 9.7 nM，而五氟丙基类似物明显较低对人类 A3 受体有效。在 2、3 和
• Aerobic Oxidation of Diverse Primary Alcohols to Carboxylic Acids with a Heterogeneous Pd–Bi–Te/C (PBT/C) Catalyst
  作者：Maaz S. Ahmed、David S. Mannel、Thatcher W. Root、Shannon S. Stahl

  DOI：10.1021/acs.oprd.7b00223

  日期：2017.9.15

  Heterogeneous catalytic aerobic oxidation methods represent a near-ideal approach for the conversion of primary alcohols to carboxylic acids. Here, we report that a heterogeneous catalyst composed of Pd, Bi, and Te supported on activated carbon is highly effective for the oxidation of diverse benzylic and aliphatic primary alcohols, including 5-(hydroxymethyl)furfural (HMF) and substrates bearing heterocycles

  异构催化好氧氧化方法代表了将伯醇转化为羧酸的近乎理想的方法。在这里，我们报告说，由载于活性炭上的Pd，Bi和Te组成的多相催化剂对于多种苄基和脂肪族伯醇的氧化非常有效，包括5-（羟甲基）糠醛（HMF）和带有杂环和其他底物的底物重要的功能组。在许多情况下，以> 90％的收率获得了所需的羧酸产物。另外，已经在连续流式填充床反应器中证明了该催化剂用于苯甲醇的氧化，实现了近定量的收率，同时进行了超过3万次周转。
• Novel .beta.-lactam acetic acid derivatives
  申请人：Gruppo Lepetit, S.p.A.

  公开号：US04576746A1

  公开（公告）日：1986-03-18

  New .beta.-lactam acetic acid derivatives I ##STR1## wherein R represents alkyl, alkyl substituted with amino, protected amino, mono- or di-alkylamino, hydroxy, protected hydroxy or alkoxy, and alkenyl, and their salts are useful as intermediates for preparing 1-azabicyclo [3.2.0]hept-2-ene antibiotics II ##STR2## The process for preparing the .beta.-lactam acetic acid derivatives I as well as the overall process which starting from the acids I leads to the antibiotics II are also claimed.

  新的β-内酰胺乙酸衍生物I，其中R代表烷基，烷基取代氨基，保护氨基，单或双烷基氨基，羟基，保护羟基或烷氧基，以及烯基，它们的盐可用作制备1-氮杂双环[3.2.0]庚-2-烯类抗生素II的中间体。制备β-内酰胺乙酸衍生物I的方法以及从I酸开始导致II抗生素的整体过程也被要求。