(Z)-2-(2-氨基噻唑-4-基)-2-(1-叔丁氧羰基-1-甲基)乙氧亚氨基乙酸乙酯 | 86299-46-9

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: (Z)-2-(2-氨基噻唑-4-基)-2-(1-叔丁氧羰基-1-甲基)乙氧亚氨基乙酸乙酯
• 中文别名: 头孢他啶侧链酸；2-(2-氨基噻唑-4-基)-2-(1-特丁氧羰基-1-异丙氧亚氨基)乙酸乙酯；2-(2-氨基噻唑-4-基)-2-(2-(特丁氧羰基)异丙氧亚氨基)乙酸；头孢克肟侧链酯
• 英文名称: (Z)-tert-Butyl 2-(((1-(2-aminothiazol-4-yl)-2-ethoxy-2-oxoethylidene)amino)oxy)-2-methylpropanoate
• 英文别名: tert-butyl 2-[[1-(2-amino-1,3-thiazol-4-yl)-2-ethoxy-2-oxoethylidene]amino]oxy-2-methylpropanoate
• CAS: 86299-46-9
• 化学式: C₁₅H₂₃N₃O₅S
• 分子量: 357.431
• InChiKey: GVGJDTAQZPCVCX-UHFFFAOYSA-N

物化性质

• 熔点：
  168-174°C
• 沸点：
  462.8±51.0 °C(Predicted)
• 密度：
  1.2750 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  141
• 氢给体数：
  1
• 氢受体数：
  9

安全信息

• 海关编码：
  2934100090
• 安全说明：
  S24/25
• 包装等级：
  III
• 危险类别：
  4.1
• 危险性防范说明：
  P210,P240,P241,P280,P370+P378
• 危险品运输编号：
  1325
• 危险性描述：
  H228

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ethyl (Z)-2-(2-aminothiazol-4-yl)-2-(1-t-butoxycarbonyl-1-methyl)ethoxyiminoacetate
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: Ethyl (Z)-2-(2-aminothiazol-4-yl)-2-(1-t-butoxycarbonyl-1-methyl)ethoxyiminoacetate
CAS number: 86299-46-9

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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, refrigerated.
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: C15H23N3O5S
Molecular weight: 357.4

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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, sulfur 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

制备方法与用途

用途：用于制造头孢他啶等先锋类药物。

反应信息

• 作为产物：
  描述：

  4-溴乙酰乙酸乙酯 在 硫酸 、 四丁基溴化铵 、 sodium carbonate 、 sodium nitrite 作用下， 以 甲醇 、 水 为溶剂， 反应 13.5h， 生成 (Z)-2-(2-氨基噻唑-4-基)-2-(1-叔丁氧羰基-1-甲基)乙氧亚氨基乙酸乙酯
  参考文献：
  名称：

  一锅法合成头孢他啶侧链酸乙酯的方法

  摘要：

  本发明涉及一种医药中间体的制备方法，具体涉及一种一锅法合成头孢他啶侧链酸乙酯的方法。所述方法步骤如下：(1)将4‑溴乙酰乙酸乙酯溶于水中，滴加亚硝酸钠水溶液和15％～25％的硫酸，滴加完后，保温反应，反应完毕，萃取，萃取液用饱和碳酸钾或碳酸钠水溶液洗涤，蒸馏，得肟化溶液；(2)将硫脲加入到水和甲醇的混合液中，然后滴加肟化溶液，得去甲氨噻肟酸乙酯溶液；(3)调节去甲氨噻肟酸乙酯溶液的pH，然后加入溴代异丁酸叔丁酯、相转移催化剂保温反应，反应完毕，冷却后抽滤，得头孢他啶侧链酸乙酯。本发明产品后续处理简单，纯度高，收率高，收率达96.5％以上。

  公开号：

  CN105585539B

文献信息

• 一锅法合成头孢他啶侧链酸乙酯的方法
  申请人：山东金城医药化工有限公司

  公开号：CN105585539B

  公开（公告）日：2018-01-23

  本发明涉及一种医药中间体的制备方法，具体涉及一种一锅法合成头孢他啶侧链酸乙酯的方法。所述方法步骤如下：(1)将4‑溴乙酰乙酸乙酯溶于水中，滴加亚硝酸钠水溶液和15％～25％的硫酸，滴加完后，保温反应，反应完毕，萃取，萃取液用饱和碳酸钾或碳酸钠水溶液洗涤，蒸馏，得肟化溶液；(2)将硫脲加入到水和甲醇的混合液中，然后滴加肟化溶液，得去甲氨噻肟酸乙酯溶液；(3)调节去甲氨噻肟酸乙酯溶液的pH，然后加入溴代异丁酸叔丁酯、相转移催化剂保温反应，反应完毕，冷却后抽滤，得头孢他啶侧链酸乙酯。本发明产品后续处理简单，纯度高，收率高，收率达96.5％以上。