Boc-1-氨基环丙基甲酸 | 88950-64-5

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - BOC-氨基酸
• 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: Boc-1-氨基环丙基甲酸
• 中文别名: Boc-1-氨基环丙烷羧酸；N-Boc-1-氨基环丙甲酸；1-(Boc-氨基)环丙基甲酸；1-Boc-氨基环丙烷羧酸；1-(叔丁氧羰基氨基)环丙烷甲酸
• 英文名称: 1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid
• 英文别名: 1-(tert-butoxycarbonylamino)cyclopropanecarboxylic acid；1-((tert-butoxycarbonyl)amino)cyclopropane-1-carboxylic acid；1-(Boc-amino)cyclopropanecarboxylic acid；1-(N-Boc-amino)cyclopropane carboxylic acid；boc-1-aminocyclopropylcarboxylic acid；Boc-Acpc-OH；1-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopropane-1-carboxylic acid
• CAS: 88950-64-5
• 化学式: C₉H₁₅NO₄
• mdl: MFCD00083257
• 分子量: 201.222
• InChiKey: DSKCOVBHIFAJRI-UHFFFAOYSA-N

物化性质

• 熔点：
  178 °C
• 沸点：
  347.6±21.0 °C(Predicted)
• 密度：
  1.21±0.1 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)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.777
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xn
• 安全说明：
  S22,S26,S36/37/39
• 危险类别码：
  R22,R36/37/38
• WGK Germany：
  3
• 海关编码：
  2924299090
• 危险品运输编号：
  NONH for all modes of transport
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  2-8°C

SDS

Name:	1-[(tert-Butoxycarbonyl)amino]cyclopropanecarboxylic acid Material Safety Data Sheet
Synonym:	none know
CAS:	88950-64-5

Section 1 - Chemical Product MSDS Name:1-[(tert-Butoxycarbonyl)amino]cyclopropanecarboxylic acid Material Safety Data Sheet
Synonym:none know

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
88950-64-5	1-[(tert-Butoxycarbonyl)amino]cyclopro	97+%	unlisted

Hazard Symbols: XN
Risk Phrases: 22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed. Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Causes respiratory tract irritation.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Avoid generating dusty conditions.

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Section 7 - HANDLING and STORAGE
Handling:
Use with adequate ventilation. Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Store under nitrogen.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 88950-64-5: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: White
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 177 - 178 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H15NO4
Molecular Weight: 201.22

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Reacts explosively with a large number of compounds and elements.
Please refer to NFPA 's Fire Protection guide to Hazardous Materials for details. May explode on contact with oxidizing materials. Darkens on exposure to light. Produces acrid fumes in air.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 88950-64-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-[(tert-Butoxycarbonyl)amino]cyclopropanecarboxylic acid - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 22 Harmful if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 22 Do not breathe dust.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 88950-64-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 88950-64-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 88950-64-5 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

在5 L三口反应瓶中，加入201.7 g 1,1-环丙烷二甲酸单乙酯、351.3 g DPPA、167.6 g 三乙胺和2.4 L MeCO。室温搅拌反应3小时后，加热至90℃回流反应3小时。通过TLC监控反应完全程度，自然冷却至室温后，在50℃下旋蒸除去MeCO。随后使用(EA 400 mL + NaCO3 400 mL)×2进行萃取，分出有机相并减压浓缩去除t-BuOH和EA，最终得到Boc-1-氨基环丙基甲酸259.3 g，产率为88.7％。

反应信息

• 作为反应物：
  描述：

  Boc-1-氨基环丙基甲酸 在 盐酸羟胺 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 1-(Boc-amino)cyclopropane-1-carboxylic hydroxamate
  参考文献：
  名称：

  Ethylene biosynthesis. 12. Analog approach to the active site topography of the ethylene-forming enzyme. Novel hydroxamate inhibitors

  摘要：

  In order to understand both the substrate specificity and active site topography of the ethylene-forming enzyme (EFE), a number of analogs of its substrate, 1-aminocyclopropanecarboxylic acid, have been prepared and studied as inhibitors. Because of the dependence of EFE activity on iron, hydroxamic acids, a functional group known to bind iron tightly, derived from several small carboxylic/amino acids were studied along with the parent amino acids. The activity of these materials was assayed in vitro against the purified EFE from apple fruit. The varying potency of the amino acid hydroxamates suggests that they do not act simply by binding to iron and removing it from the enzyme. The order of their potency was consistent with the idea that binding reflects both metal chelation and hydrophobic interactions in the active site. The most potent inhibitor, ACC-hydroxamate, has about 1 mu M K-i.

  DOI：

  10.1021/jo00123a012
• 作为产物：
  描述：

  Boc-Ser.OpNB 在 甲醇 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 、 copper(l) chloride 作用下， 以 乙醚 、 氯仿 、 甲苯 为溶剂， 生成 Boc-1-氨基环丙基甲酸
  参考文献：
  名称：

  A new synthesis of racemic coronamic acid and other cyclopropyl amino acids

  摘要：

  DOI：

  10.1016/s0040-4039(00)94289-8
• 作为试剂：
  描述：

  5-氟-1H-吲哚-2-羧酸甲酯 在 copper diacetate 、 potassium carbonate 、 Boc-1-氨基环丙基甲酸 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 167.0h， 生成 1-amino-cyclopropanecarboxylic acid 4-[5-fluoro-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-indol-1-yl]-benzylamide