(S)-(+)-2-氯苯甘氨酸甲酯 | 141109-14-0

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 甘氨酸类衍生物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: (S)-(+)-2-氯苯甘氨酸甲酯
• 中文别名: 右旋邻氯苯甘氨酸甲酯酒石酸盐；S-(+)-2-氯苯甘氨酸甲酯盐酸盐；S-(+)-邻氯苯甘氨酸甲酯；邻氯苯甘氨酸甲酯；S-2-氯苯苷氨酸甲酯；(S)-(+)邻氯苯甘氨酸甲酯；硫酸氢氯吡格雷中间体-2
• 英文名称: (+)-o-chlorophenylglycine methyl ester
• 英文别名: (S)-o-chlorophenylglycine methyl ester；(S)-(+)(2-chlorophenyl)glycine methyl ester；(S)-(+)-2-Chlorophenylglycine methyl ester；methyl (2S)-2-amino-2-(2-chlorophenyl)acetate
• CAS: 141109-14-0
• 化学式: C₉H₁₀ClNO₂
• 分子量: 199.637
• InChiKey: UTWOZNRDJNWTPS-QMMMGPOBSA-N

物化性质

• 熔点：
  155-158oC
• 沸点：
  270.1±25.0 °C(Predicted)
• 密度：
  1.258±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990
• 危险性防范说明：
  P261,P301+P312,P302+P352,P304+P340,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  应存放在室温、干燥且密封的环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (S)-(+)-2-Chlorophenylglycine methyl ester tartrate
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: (S)-(+)-2-Chlorophenylglycine methyl ester tartrate
CAS number: 141109-14-0

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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: C9H10ClNO2.C4H6O6
Molecular weight: 349.7

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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, hydrogen chloride.

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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

制备方法与用途

制备方法

右旋邻氯苯甘氨酸甲酯酒石酸盐是合成氯吡格雷的一种重要中间体。

用途简介

暂无相关信息。

反应信息

• 作为反应物：
  描述：

  (S)-(+)-2-氯苯甘氨酸甲酯 在 碳酸氢钠 作用下， 以 水 、 甲苯 为溶剂， 生成 氯吡格雷
  参考文献：
  名称：

  [EN] AN IMPROVED PROCESS FOR THE PREPARATION OF CLOPIDOGREL BISULFATE
  [FR] PROCÉDÉ AMÉLIORÉ POUR LA PRÉPARATION DE BISULFATE DE CLOPIDOGREL

  摘要：

  本发明提供了一种改进的制备公开丙哌酚（Clopidogrel）化合物（I）或其药用可接受盐的方法，以及其中间体化合物（II）。 化合物（I） 化合物（II）。

  公开号：

  WO2011012961A1
• 作为产物：
  描述：

  L-(+)-邻氯苯甘氨酸甲脂L-酒石酸盐 在 sodium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 生成 (S)-(+)-2-氯苯甘氨酸甲酯
  参考文献：
  名称：

  硫酸氢氯吡格雷合成方法

  摘要：

  本发明公开了一种硫酸氢氯吡格雷合成方法，包括如下步骤：S1、2‑（2‑噻吩）乙醇对甲苯磺酸酯的合成，S2、（+）‑邻氯苯甘氨酸甲酯棕黄色油状物的合成，S3、（S）‑2‑（2‑噻吩乙胺基）（2‑氯苯基）乙酸甲酯盐酸盐的合成，S4、成品合成；本发明与常规硫酸氢氯吡格雷合成方法相比，加工操作更加方便、后处理简单、适合企业化生产；收率高、副产物少，杂质去除更加容易；简单易得，成本价格低廉。

  公开号：

  CN108707156A

文献信息

• SYNTHESIS OF ARYL CYCLOHEXANE CARBOXAMIDE DERIVATIVES USEFUL AS SENSATES IN CONSUMER PRODUCTS
  申请人：The Procter & Gamble Company

  公开号：US20170057911A1

  公开（公告）日：2017-03-02

  Synthesis methods to produce a series of carboxamides built off of an (S)-2-amino acid backbone or an (R)-2-amino acid backbone, depending upon the desired diastereomer of the end product.

  合成方法可用于在(S)-2-氨基酸骨架或(R)-2-氨基酸骨架上构建一系列羧酰胺，具体取决于所需的最终产物的对映异构体。
• [EN] TRICYCLIC PYRI DO-CARBOXAM I D E DERIVATIVES AS ROCK INHIBITORS<br/>[FR] DÉRIVÉS PYRIDOCARBOXAMIDE TRICYCLIQUES COMME INHIBITEURS DE LA VOIE ROCK
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2015002915A1

  公开（公告）日：2015-01-08

  The present invention provides compounds of Formula (I): or stereoisomers, tautomers, or pharmaceutically acceptable salts thereof, wherein all the variables are as defined herein. These compounds are selective ROCK inhibitors. This invention also relates to pharmaceutical compositions comprising these compounds and methods of treating cardiovascular, smooth muscle, oncologic, neuropathologic, autoimmune, fibrotic, and/or inflammatory disorders using the same.

  本发明提供了化合物的结构式（I）：或其立体异构体、互变异构体或药用可接受的盐，其中所有变量均如本文所定义。这些化合物是选择性ROCK抑制剂。本发明还涉及含有这些化合物的药物组合物以及使用这些药物治疗心血管、平滑肌、肿瘤学、神经病理学、自身免疫、纤维化和/或炎症性疾病的方法。
• Modular click chemistry libraries for functional screens using a diazotizing reagent
  作者：Genyi Meng、Taijie Guo、Tiancheng Ma、Jiong Zhang、Yucheng Shen、Karl Barry Sharpless、Jiajia Dong

  DOI：10.1038/s41586-019-1589-1

  日期：2019.10.3

  reactions. However, in the case of CuAAC reactions, the availability of azide reagents is limited owing to their potential toxicity and the risk of explosion involved in their preparation. Here we report another reaction to add to the click reaction family: the formation of azides from primary amines, one of the most abundant functional groups5. The reaction uses just one equivalent of a simple diazotizing

  点击化学是一个概念，其中模块化合成用于快速找到具有所需特性的新分子1。铜 (i) 催化的叠氮化物 - 炔烃环加成 (CuAAC) 三唑环化和硫 (vi) 氟化物交换 (SuFEx) 催化被广泛认为是点击反应 2-4，可快速获得其产品，产率接近 100%，同时在很大程度上是正交的到其他反应。然而，在 CuAAC 反应的情况下，由于其潜在的毒性和制备过程中涉及的爆炸风险，叠氮化物试剂的可用性受到限制。在这里，我们报告了另一种添加到点击反应家族的反应：由伯胺形成叠氮化物，伯胺是最丰富的官能团之一。该反应仅使用一当量的简单重氮化物质，氟磺酰叠氮化物 6-11 (FSO2N3)，并且能够以安全实用的方式在 96 孔板上制备 1,200 多种叠氮化物。这种可靠的转化是 CuAAC 三唑环化的有力工具，这是目前使用最广泛的点击反应。该方法极大地扩展了可接近的叠氮化物和 1,2,3-三唑的数量，鉴于 CuAAC
• [EN] 3,4-DISUBSTITUTED OXAZOLIDINONE DERIVATIVES AND THEIR USE AS INHIBITORS OF THE CALCIUM ACTIVATED POTASSIUM CHANNEL<br/>[FR] DÉRIVÉS D'OXAZOLIDINONE 3,4-DISUBSTITUÉE ET LEUR UTILISATION COMME INHIBITEURS DES CANAUX POTASSIQUES ACTIVÉS PAR LE CALCIUM
  申请人：HOFFMANN LA ROCHE

  公开号：WO2014067861A1

  公开（公告）日：2014-05-08

  The invention provides compounds having the general formula I wherein n, R1, R2a, R2b, R3a and R3b are as herein defined., composition comprising the compounds and methods of using the compounds.

  这项发明提供了具有一般式I的化合物，其中n、R1、R2a、R2b、R3a和R3b的定义如本文所述。包括这些化合物的组合物以及使用这些化合物的方法。
• 一种磺酸基氯吡格雷杂质的制备方法
  申请人：廊坊市泽康医药科技有限公司

  公开号：CN111440139A

  公开（公告）日：2020-07-24

  本发明公开了一种磺酸基氯吡格雷杂质的制备方法，通过将噻吩‑2‑乙醇与甲苯磺酰氯反应生成对甲苯磺酸‑2‑噻吩乙酯，邻氯苯甘氨酸与甲醇酯化生成邻氯苯甘氨酸甲酯，用L(+)酒石酸对邻氯苯甘氨酸甲酯进行拆分，在二氯甲烷中转化成游离的S‑(+)‑邻氯苯甘氨酸甲酯，然后对甲苯磺酸‑2‑噻吩乙酯和S‑(+)‑邻氯苯甘氨酸甲酯在碱性条件下缩合反应，所得产物酸化后生成(S)‑2‑(2‑噻吩乙胺基)(2‑氯苯基)乙酸甲酯的盐酸盐，再与甲醛发生缩合反应得到氯吡格雷，氯吡格雷与氯磺酸反应生成磺酸基氯吡格雷杂质。本发明采用上述一种磺酸基氯吡格雷杂质的制备方法，反应条件温和，原料易得，成本较低，收率和纯度高。