(R)-1-Boc-2-哌啶乙酸 | 351410-32-7

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: (R)-1-Boc-2-哌啶乙酸
• 中文别名: (2R)-1-[(1,1-二甲基乙氧基)羰基]-2-哌啶乙酸；(R)-1-BOC-2-哌啶乙酸
• 英文名称: (R)-2-(1-(tert-butoxycarbonyl)piperidin-2-yl) acetic acid
• 英文别名: 2-[(2R)-1-(tert-butoxycarbonyl)hexahydro-2-pyridinyl]acetic acid；(R)-1-Boc-2-piperidineacetic acid；2-[(2R)-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-2-yl]acetic acid
• CAS: 351410-32-7
• 化学式: C₁₂H₂₁NO₄
• 分子量: 243.303
• InChiKey: CKAXJDBTNNEENW-SECBINFHSA-N

物化性质

• 熔点：
  93-97 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (R)-(1-Boc-piperidin-2-yl)-acetic 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: (R)-(1-Boc-piperidin-2-yl)-acetic acid
CAS number: 351410-32-7

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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: C12H21NO4
Molecular weight: 243.3

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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, nitrogen oxides.

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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：

  (R)-1-Boc-2-哌啶乙酸 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 以93%的产率得到(R)-1-N-BOC-哌啶-2-乙醇
  参考文献：
  名称：

  新型多目标环胺衍生物多靶嗪磺酰胺可作为潜在的抗精神病药，具有促社会和促认知作用

  摘要：

  当前使用的抗精神病药的特征在于多受体作用方式。尽管多巴胺D 2受体的拮抗作用可减轻精神分裂症的“阳性”症状，而对其他（尤其是血清素能受体）的作用对于它们的附加治疗作用是必需的，但对于“理想的”靶标结合尚无共识。在此，对涉及环芳基-哌嗪/哌啶药效团，中心脂环族胺和嗪磺酰胺基团的45种新颖的环胺衍生物的新型嗪磺酰胺进行了详细的SAR分析，导致选择了（S）-4-（（2-（ 2-（4-（苯并[ b ]噻吩-4-基）哌嗪-1-基）乙基）吡咯烷-1-基磺酰基）异喹啉（62）。62的多药理学特征是部分5-HT 1A R拮抗作用，5-HT 2A / 5-HT 7 / D 2 / D 3 R拮抗作用和对SERT的阻断，降低了“阳性”样和“阴性”似精神病的症状。化合物62不产生僵直症，显示出高催乳激素缺乏症，并在新颖的物体识别任务和注意力转移试验中表现出促认知作用。虽然仍未完全确定体外特征与有希望的体内分布相

  DOI：

  10.1016/j.ejmech.2018.01.002
• 作为产物：
  描述：

  (R)-1-N-BOC-哌啶-2-乙醇 在 重铬酸吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (R)-1-Boc-2-哌啶乙酸
  参考文献：
  名称：

  （-）-stellettamide B的全合成及其绝对立体化学的测定。

  摘要：

  [图：见正文]（-）-stellettamide B的第一个全合成是通过基于手性1-（氨基甲基）-吲哚并咪唑片段的酰胺偶联的序列实现的，该序列是由TiCl4介导的三环N的不对称烯丙基化制备的-酰基-N，O-乙缩醛，带有手性三烯酸片段。该合成导致对天然产物的公开相对立体化学的修订，并将其绝对立体化学确定为1S，4S，8aR，6” R。

  DOI：

  10.1021/ol0003228

文献信息

• Novel piperidine compouds and drugs containing the same
  申请人：——

  公开号：US20030220368A1

  公开（公告）日：2003-11-27

  The present invention provides a novel compound having a superior Na + channel inhibition activity. Namely, it provides a compound represented by the following formula (I), a salt thereof or a hydrate of them. 1 In the formula, the ring A represents a ring represented by the formula: 2 (wherein R 1 represents a hydrogen atom etc.; and R 2 represents indicates a hydrogen atom and the like) etc.; W represents an optionally substituted C 1-6 alkylene group etc.; Z represents an optionally substituted C 6-14 aromatic hydrocarbon cyclic group etc.; and l represents an integer from 0 to 6.

  本发明提供了一种具有优越的Na + 通道抑制活性的新型化合物。即提供了由以下式（I）表示的化合物，其盐或其水合物。 在该式中，环A表示由以下式表示的环： （其中R 1 表示氢原子等；R 2 表示表示氢原子等）等；W表示可选地取代的C 1-6 烷基等；Z表示可选地取代的C 6-14 芳香烃环基等；l表示0到6的整数。
• Total Syntheses and Cytotoxicity of (<i>R</i>)- and (<i>S</i>)-Boehmeriasin A
  作者：Matthew W. Leighty、Gunda I. Georg

  DOI：10.1021/ml1003074

  日期：2011.4.14

  using a chiral pool approach. Key steps in the syntheses are a one-flask, two-step protocol to generate the quinolizine core and a C−H functionalization reaction between tetrahydroquinolizinones and an aryltrifluoroborate. The natural product (R)-boehmeriasin A demonstrated potent cytotoxicity against several cancer cell lines, whereas the unnatural (+)-(S)-isomer was significantly less potent.

  Boehmeriasin A 的两种对映异构体均采用手性池方法分七个步骤合成。合成的关键步骤是一个单瓶、两步的协议，用于生成喹嗪核心和四氢喹嗪酮和芳基三氟硼酸盐之间的 C-H 功能化反应。天然产物 ( R )-勃姆星菌素 A 显示出对几种癌细胞系的有效细胞毒性，而非天然 (+)-( S )-异构体的效力明显较低。
• Organocatalytic enantioselective synthesis of quinolizidine alkaloids (+)-myrtine, (−)-lupinine, and (+)-epiepiquinamide
  作者：Santos Fustero、Javier Moscardó、María Sánchez-Roselló、Sonia Flores、Marta Guerola、Carlos del Pozo

  DOI：10.1016/j.tet.2011.07.017

  日期：2011.9

  quinolizidine alkaloids (+)-myrtine, (−)-lupinine, and (+)-epiepiquinamide is described. It involved, as the key step, an enantioselective intramolecular aza-Michael reaction (IMAMR) catalyzed by Jørgensen catalyst I, affording the common precursor with high enantioselectivity. This compound was subsequently transformed into the three alkaloids in a highly diastereoselective manner.

  描述了喹唑烷生物碱（+）-美金汀，（-）-羽扇豆碱和（+）-表位表喹酰胺的有机催化合成。作为关键步骤，它涉及由约根森催化剂I催化的对映选择性分子内aza-Michael反应（IMAMR），从而提供具有高对映选择性的常见前体。该化合物随后以高度非对映选择性的方式转化为三种生物碱。
• NOVEL PIPERIDINE COMPOUNDS AND DRUGS CONTAINING THE SAME
  申请人：Eisai Co., Ltd.

  公开号：EP1254904A1

  公开（公告）日：2002-11-06

  The present invention provides a novel compound having a superior Na+ channel inhibition activity. Namely, it provides a compound represented by the following formula (I), a salt thereof or a hydrate of them. In the formula, the ring A represents a ring represented by the formula: (wherein R1 represents a hydrogen atom etc.; and R2 represents indicates a hydrogen atom and the like) etc.; W represents an optionally substituted C1-6 alkylene group etc.; Z represents an optionally substituted C6-14 aromatic hydrocarbon cyclic group etc.; and l represents an integer from 0 to 6.

  本发明提供了一种具有优异 Na+ 通道抑制活性的新型化合物。即，本发明提供了由下式（I）代表的化合物、其盐或它们的水合物。 式中，环 A 代表由式表示的环： (其中 R1 表示氢原子等；R2 表示氢原子等）等；W 表示任选取代的 C1-6 亚烷基等；Z 表示任选取代的 C6-14 芳烃环基等；l 表示 0 至 6 的整数。
• Peptides comprising non-natural amino acids and methods of making and using the same
  申请人：Longevity Biotech, Inc.

  公开号：US10543255B2

  公开（公告）日：2020-01-28

  This invention relates to novel compositions comprising analogs of naturally occurring polypeptides, wherein the analog comprises an α-amino acid and at least one β-amino acid. Administration of the compositions may be used for effecting treatment or prevention of a plurality of disease states caused by dysfunctional biochemical or biological pathways. The compositions and methods of this invention are particularly useful to identify novel therapeutic modulators of in-vivo receptor activity with extended half-lives and relevant bioactivity as compared to the naturally translated polypeptides upon which the analogs are derived.

  本发明涉及由天然多肽类似物组成的新型组合物，其中类似物包括一种α-氨基酸和至少一种β-氨基酸。给药组合物可用于治疗或预防由生化或生物途径功能障碍引起的多种疾病状态。本发明的组合物和方法特别适用于鉴定体内受体活性的新型治疗调节剂，与天然翻译的多肽相比，本发明的类似物具有更长的半衰期和相关的生物活性。