BOC-胍 | 219511-71-4

• 物质功能分类: 化学试剂 - 有机试剂 - 胍盐
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: BOC-胍
• 中文别名: 叔丁氧羰基胍；Boc-胍
• 英文名称: tert-butyl carbamimidoylcarbamate
• 英文别名: N-Boc-guanidine；Boc-guanidine；N-tert-butoxycarbonylguanidine；tert-butyl N-carbamimidoylcarbamate；1-(tert-butoxycarbonyl)guanidine；tert-butyloxycarbonylguanidine
• CAS: 219511-71-4
• 化学式: C₆H₁₃N₃O₂
• mdl: MFCD07369706
• 分子量: 159.188
• InChiKey: UMOZLQVSOVNSCA-UHFFFAOYSA-N

物化性质

• 熔点：
  170-175℃
• 密度：
  1.18±0.1 g/cm3(Predicted)
• 溶解度：
  溶于大多数醇类、酯类（如乙酸乙酯）、酮类（如丙酮）、乙腈和二氯甲烷。不溶于乙醚和己烷。

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  90.7
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S36,S60
• 危险类别码：
  R22
• WGK Germany：
  3
• 海关编码：
  29252900
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  存储条件：室温下密封保存。

SDS

---

Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : N-Boc-guanidine
CAS-No. : 219511-71-4

---

Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Acute toxicity, Oral (Category 4)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Harmful if swallowed.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
Harmful if swallowed.
Precautionary statement(s) none
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R22 Harmful if swallowed.
S-phrase(s) none
Other hazards
Possible sensitizer.

---

Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : tert-Butoxycarbonylguanidine
(Aminoiminomethyl)carbamic acid tert-butyl ester
Formula : C6H13N3O2
Molecular Weight : 159,19 g/mol
Component Concentration
tert-Butoxycarbonylguanidine
CAS-No. 219511-71-4 -

---

Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Indication of any immediate medical attention and special treatment needed
no data available

---

Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

---

Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

---

Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Handle and store under inert gas.
Specific end uses
no data available

---

Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).

---

Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing 170 - 175 °C
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- log Pow: 0,264
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

---

Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

---

Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
Prolonged or repeated exposure may cause allergic reactions in certain sensitive individuals.
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation
May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion Harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

---

Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

---

Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

---

Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

---

Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  BOC-胍 在 N-甲基吗啉 、 4-二甲氨基吡啶 、 PyBOP 、 lithium hydroxide 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 3-(5-(tert-butoxycarbonyl)-2-(N-(tert-butoxycarbonyl)carbamimidoylcarbamoyl)-4-methyl-1H-pyrrol-3-yl)propanoic acid
  参考文献：
  名称：

  两性离子聚甘油树枝的pH触发自组装成离散和高度稳定的超分子树状聚合物

  摘要：

  pH依赖的二聚化：两性离子聚甘油树枝状分子在水中自组装成离散且定义明确的二聚体，如动态光散射（DLS），凝胶渗透色谱（GPC）和DOSY NMR光谱所示。但是，自组装仅在中性pH下发生，因为质子化或去质子化都会破坏树枝状聚合物核心中的自我互补性两性离子结合基序。因此，可以通过改变溶液的pH来回触发结构形成。

  DOI：

  10.1002/chem.201002658
• 作为产物：
  描述：

  1,3-二(叔丁氧基羰基)胍 以 2-甲基四氢呋喃 为溶剂， 反应 1.0h， 生成 BOC-胍
  参考文献：
  名称：

  Process for the preparation of substituted pyrimidine derivatives

  摘要：

  本发明涉及制备取代嘧啶衍生物的过程，该衍生物可用作组胺H4受体调节剂合成中间体，以及H4调节剂合成中间体。

  公开号：

  US20100004450A1
• 作为试剂：
  描述：

  在 BOC-胍 作用下， 以 乙腈 为溶剂， 以95%的产率得到
  参考文献：
  名称：

  花生四烯胺的 11 步全合成

  摘要：

  已经开发了一种称为 araiosamines 的外来海洋生物碱小家族的简明路线，并且已经指定了它们的绝对构型。密集的功能阵列、高极性和丰富的立体化学加上平衡拓扑为化学合成带来了不寻常的挑战和创新的机会。关键步骤包括使用新的胍安装试剂、显着选择性的 C-H 功能化，以及与假定的生物合成中间体相交的令人惊讶的简单最后一步。尽管有相反的报告称没有活性，但合成的花生四烯胺显示出对革兰氏阳性和阴性细菌的效力。

  DOI：

  10.1021/jacs.6b09701

文献信息

• Sequence-Dependent Binding of Dipeptides by an Artificial Receptor in Water
  作者：Carsten Schmuck、Daniel Rupprecht、Wolfgang Wienand

  DOI：10.1002/chem.200600573

  日期：2006.12.13

  An artificial dipeptide receptor (1) was designed and observed to bind the deprotonated dipeptide Ac-D-Ala-D-Ala-OH in buffered water with K = 33,100 M(-1), whereas other dipeptides such as Ac-Gly-Gly-OH or Ac-D-Val-D-Val-OH were bound less efficiently, by factors of more than 10 (K < 3000 M(-1)). The efficient binding and the pronounced sequence selectivity are the result of a combination of strong

  设计并观察到人工二肽受体（1）与K = 33,100 M（-1）的缓冲水中的去质子化二肽Ac-D-Ala-D-Ala-OH结合，而其他二肽例如Ac-Gly-Gly -OH或Ac-D-Val-D-Val-OH的结合效率较低，大于10的因子（K <3000 M（-1））。有效的结合和明显的序列选择性是强静电接触和区分大小的疏水相互作用结合的结果。为了提供这样的组合，将胍基碘羰基吡咯阳离子连接到新型的环三亚苄基取代的丙氨酸衍生物5上，以提供刚好足以结合甲基但不结合任何较大烷基链的疏水碗形空腔，从而导致受体偏爱丙氨酸至缬氨酸。
• Highly Stable Self-Assembly in Water:  Ion Pair Driven Dimerization of a Guanidiniocarbonyl Pyrrole Carboxylate Zwitterion
  作者：Carsten Schmuck、Wolfgang Wienand

  DOI：10.1021/ja028485+

  日期：2003.1.1

  with association constants ranging from an estimated 10(10) M(-1) in DMSO to a surprisingly high 170 M(-1) in water. Hence, zwitterion 2 belongs to the most efficient self-assembling systems solely on the basis of electrostatic interactions reported so far. Furthermore, an amidopyridine pyrrole carboxylic acid 10 was developed as a neutral analogue of zwitterion 2, which also dimerizes with an essentially

  描述了一种新型水溶性胍基羰基吡咯羧酸酯两性离子 2 的合成，并研究了其在水溶液中的自缔合。两性离子 2 形成极其稳定的 1:1 二聚体，通过广泛的氢键网络结合两个相互作用的离子对，如 ESI MS 和 X 射线结构测定所示。在不同的高极性溶剂中的 NMR 稀释研究表明，在 NMR 时间尺度上二聚反应很快，关联常数从 DMSO 中的估计 10(10) M(-1) 到水中的 170 M(-1) 不等。因此，仅基于迄今为止报道的静电相互作用，两性离子 2 属于最有效的自组装系统。此外，酰胺吡啶吡咯羧酸 10 被开发为两性离子 2 的中性类似物，它也以基本相同的氢键模式（根据 ESI MS 和 X 射线结构测定）二聚化，但缺乏离子相互作用。NMR 结合研究表明，10 的单独氢键中性二聚体仅在低极性有机溶剂中稳定（在 CDCl3 中 K > 10(4) M(-1) 但在 5% DMSO 中 <10 M(-1)
• Oxoanion Binding by Flexible Guanidiniocarbonyl Pyrrole−Ammonium Bis-Cations in Water
  作者：Carsten Schmuck、Volker Bickert

  DOI：10.1021/jo070981z

  日期：2007.8.31

  varying length to a guanidiniocarbonyl pyrrole oxo anion binding site are reported. In UV-binding studies in aqueous buffer solution these bis-cations showed efficient binding of various N-acetyl amino acid carboxylates. However, complex affinity is significantly depending on both the anion and the length of the linker in the bis-cation. With increasing linker length, complex stability first increases

  的几个双阳离子的合成1 - 5报告用一个简单的伯铵阳离子通过不同长度的guanidiniocarbonyl吡咯含氧阴离子结合位点的柔性接头连接。在水性缓冲溶液中的紫外线结合研究中，这些双阳离子显示出各种N-乙酰基氨基酸羧酸盐的有效结合。但是，复杂的亲和力在很大程度上取决于阴离子和双阳离子中接头的长度。随着接头长度的增加，复杂的稳定性首先增加，直到达到具有C4接头的双阳离子3的最佳值为止。然后，复数稳定性再次降低。该系列中最好的粘合底物是N-乙酰基苯基丙氨酸，最有可能是由于芳环和胍基羰基吡咯阳离子之间存在额外的阳离子-π-相互作用。通过荧光滴定和NOE研究以及分子力学计算，进一步研究了双阳离子3与N-乙酰基苯基丙氨酸羧酸酯之间的配合物的形成。
• Total Synthesis of the Natural Product (±)-Dibromophakellin and Analogues
  作者：Nicole M. Hewlett、Jetze J. Tepe

  DOI：10.1021/ol201741r

  日期：2011.9.2

  (+/-)-Dibromophakellin has been synthesized in two steps from a known alkene intermediate. The key step in the synthesis is the NBS olefin activation to facilitate the addition of a guanidine molecule across the double bond.

  (+/-)-二溴化法凯林通过两步反应从已知的烯烃中间体合成。合成的关键步骤是使用NBS（N-溴代琥珀酰亚胺）活化烯烃，从而促进胍分子在双键上的加成。
• [EN] ALKYLBORONIC ACIDS AS ARGINASE INHIBITORS<br/>[FR] ACIDES ALKYLBORONIQUES EN TANT QU'INHIBITEURS D'ARGINASE
  申请人：GUANGDONG NEWOPP BIOPHARMACEUTICALS CO LTD

  公开号：WO2020160707A1

  公开（公告）日：2020-08-13

  Provided are alkylboronic acids as arginase inhibitors represented by formula (I), or a pharmaceutically acceptable salt, stereoisomer, tautomer, or prodrug thereof and a pharmaceutical composition comprising said compounds.

  提供的是以化学式(I)表示的烷基硼酸作为精氨酸酶抑制剂，或其药用可接受的盐、立体异构体、互变异构体或前药，以及包含该化合物的药物组合物。