N-(对甲苯磺酰基)-DL-蛋氨酸 | 4703-33-7

• 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: N-(对甲苯磺酰基)-DL-蛋氨酸
• 英文名称: 2-{([(4-methylphenyl)sulphonyl])amino}-4-(methylthio)butanoic acid
• 英文别名: N-(p-tosyl)-DL-methionine；N-(toluene-4-sulfonyl)-methionine；N-(Toluol-4-sulfonyl)-methionin；N-Tosyl-DL-methionin；2-(4-Methylbenzenesulfonamido)-4-(methylsulfanyl)butanoic acid；2-[(4-methylphenyl)sulfonylamino]-4-methylsulfanylbutanoic acid
• CAS: 4703-33-7
• 化学式: C₁₂H₁₇NO₄S₂
• mdl: MFCD00425359
• 分子量: 303.403
• InChiKey: WURIPAYKVUIDHJ-UHFFFAOYSA-N

物化性质

• 熔点：
  105-108 °C
• 沸点：
  510.7±60.0 °C(Predicted)
• 密度：
  1.3489 (rough estimate)
• 稳定性/保质期：

  在常温常压下保持稳定，应避免与不相容的材料接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S24/25,S26,S37/39
• 危险类别码：
  R36/37/38
• 储存条件：
  密封储存，应存放在阴凉干燥的仓库中。

SDS

Name:	N-(p-Toluenesulfonyl)-DL-methionine 98% Material Safety Data Sheet
Synonym:
CAS:	4703-33-7

Section 1 - Chemical Product MSDS Name:N-(p-Toluenesulfonyl)-DL-methionine 98% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
4703-33-7	N-(p-Toluenesulfonyl)-DL-methionine	98%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation.
Chronic:
Not available.

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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. Wash mouth out with 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 extinguishing media most appropriate for the surrounding fire.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
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.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 4703-33-7: Personal Protective Equipment Eyes: Not available.
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: Crystalline powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 104 - 106 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: insoluble
Specific Gravity/Density:
Molecular Formula:
Molecular Weight: 303.39

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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:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 4703-33-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N-(p-Toluenesulfonyl)-DL-methionine - 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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 4703-33-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 4703-33-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 4703-33-7 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

反应信息

• 作为反应物：
  描述：

  N-(对甲苯磺酰基)-DL-蛋氨酸 、 以 氘代氯仿 为溶剂， 生成 C₁₂H₂₀N₂O₂*C₁₂H₁₇NO₄S₂
  参考文献：
  名称：

  球磨条件下合成手性新手性三齿氨基醇作为手性溶剂

  摘要：

  在无溶剂条件下，通过球磨法合成了基于手性二齿氨基醇和氯甲基吡啶衍生物的手性溶剂新家族。测试了新的手性三齿氨基醇作为手性NMR溶剂，用于氨基酸，其他几种酸和吡唑类药物的Ts衍生物。对于本文研究的氨基酸的Ts衍生物，手性三齿氨基醇3a可以通过其C H 3（Ts）质子的化学位移不等价用于确定其外消旋体的绝对构型。

  DOI：

  10.1016/j.tetlet.2018.10.049
• 作为产物：
  描述：

  DL-蛋氨酸 以95%的产率得到
  参考文献：
  名称：

  NATELSON, SAMUEL;NATELSON, ETHAN A., MICROCHEM. J., 40,(1989) N, C. 226-232

  摘要：

  DOI：

文献信息

• Chiral discrimination of α-hydroxy acids and N-Ts-α-amino acids induced by tetraaza macrocyclic chiral solvating agents by using ¹H NMR spectroscopy
  作者：Caixia Lv、Lei Feng、Hongmei Zhao、Guo Wang、Pericles Stavropoulos、Lin Ai

  DOI：10.1039/c6ob02578a

  日期：——

  In the field of chiral recognition, reported chiral discrimination by 1H NMR spectroscopy has mainly focused on various chiral analytes with a single chiral center, regarded as standard chiral substrates to evaluate the chiral discriminating abilities of a chiral auxiliary. Among them, chiral α-hydroxy acids, α-amino acids and their derivatives are chiral organic molecules involved in a wide variety

  在手性识别领域，已报道的1 H NMR光谱手性判别主要集中于具有单一手性中心的各种手性分析物，将其作为标准手性底物来评估手性助剂的手性判别能力。其中，手性α-羟基酸、α-氨基酸及其衍生物是手性有机分子，参与多种生物过程，在药物制备领域也发挥着重要作用，因为它们是合成药物的一部分。手性药物中间体和蛋白质药物的生产过程。在本文中，使用几种α-羟基酸和N -Ts-α-氨基酸通过1 H NMR波谱评估了四氮杂大环手性溶剂化剂(TAMCSA) 1a-1d的手性辨别能力。结果表明，在大多数情况下，在TAMCSA 1a-1d存在的情况下，通过1 H NMR 光谱可以成功区分 α-羟基酸和N -Ts-α-氨基酸。α-羟基酸和N -Ts-α-氨基酸的对映体是根据相应质子的1 H NMR信号积分的变化来指定的。根据(R )-和( R )-对映体的CH 3质子(Ts基团)的1 H NMR信号积分计算不同光学组成的N
• Synthesis, Molecular Docking and Pharmacological Investigation of Some 4-Methylphenylsulphamoyl Carboxylic Acid Analogs
  作者：Melford C Egbujor、Uchechukwu C Okoro、Sunday N Okafor、Ifeanyi S Amasiatu、Ugochukwu B Amadi、Pius I Egwuatu

  DOI：10.26452/ijrps.v11i4.3157

  日期：——

  Melford C Egbujor*1, Uchechukwu C Okoro2, Sunday N Okafor3, Ifeanyi S Amasiatu4, Ugochukwu B Amadi5, Pius I Egwuatu6 1Department of Industrial Chemistry, Renaissance University, Ugbawka, Enugu, Nigeria 2Department of Pure and Industrial Chemistry, University of Nigeria, Nsukka, Nigeria 3Department of Pharmaceutical and Medicinal, University of Nigeria, Nsukka, Nigeria 4Department of Biochemistry, Renaissance

  Melford C Egbujor*1, Uchechukwu C Okoro2, Sunday N Okafor3, Ifeanyi S Amasiatu4, Ugochukwu B Amadi5, Pius I Egwuatu6 1工业化学系，复兴大学，Ugbawka，埃努古，尼日利亚 2纯与工业化学系，尼日利亚大学，Ns , 尼日利亚 3 尼日利亚大学药学系，Nsukka，尼日利亚 4 生物化学系，复兴大学，Ugbawka，埃努古，尼日利亚 5化学单位，Akanu Ibiam 联邦理工学院 Unwana，埃博尼，尼日利亚 6 微生物学系，复兴大学，乌格巴瓦卡，埃努古尼日利亚
• Palladium-catalyzed base- and solvent-controlled chemoselective allylation of amino acids with allylic carbonates
  作者：Yang Zhou、Hang Chen、Panpan Lei、Chunming Gui、Haifeng Wang、Qiongjiao Yan、Wei Wang、Fener Chen

  DOI：10.1016/j.cclet.2022.02.029

  日期：2022.11

  of readily available amino acids, which is not only an oxygen nucleophile but also a nitrogen nucleophile, in palladium-catalyzed allylic substitution is realized under mild conditions. The chemoselectivity and multiple allylation are controlled by adjusting the reaction conditions. This represents the first example of this convenient access to valuable N,O-diallylated amino acids. Under the title conditions

  在温和条件下实现了在钯催化的烯丙基取代中利用容易获得的氨基酸，它不仅是氧亲核试剂，而且是氮亲核试剂。通过调节反应条件来控制化学选择性和多重烯丙基化。这代表了这种方便地获得有价值的N,O-二烯丙基化氨基酸的第一个例子。在标题条件下，一系列氨基酸（α-、β-、γ-）和二肽可以很容易地转化为相应的烯丙基产物，具有优异的产率（67 个实例，高达 99% 的产率）以及良好的功能性群体容忍度。
• Heat-sensitive recording material
  申请人：SANKO CO., LTD.

  公开号：US10086634B2

  公开（公告）日：2018-10-02

  A heat-sensitive recording material includes a heat-sensitive recording layer containing a basic dye and a developer and provided on a supporting body, in which the developer is at least one type of an N-substituted amino acid derivative represented by the following General Formula: (R—X)m—Y—(Z)m . . . (1) (In Formula (1), R represents an alkyl group or an aryl group which may have a substituent. X is a group bonded to the N-terminus of Y, and represents —OCO—, —SO2NHCO—, —NHCO—, —NHCS—, or —SO2—. Y represents an amino acid residue or a peptide residue. Z represents a group bonded to the C-terminus of Y and represents an OH group or an OR″ group. When Y is an amino acid residue other than a cystine residue or when Y is a peptide residue not having a cystine residue, m=1, and when Y is a peptide residue having n cystine residues, m=n+1 and n is 1 or 2.)

  一种热敏记录材料包括含有碱性染料和显影剂的热敏记录层，并设置在支撑体上，其中显影剂是至少一种由以下通式表示的N-取代氨基酸衍生物：(R-X)m-Y-(Z)m......。(1) （在式（1）中，R 代表烷基或芳基，可带有取代基。X 是与 Y 的 N 末端键合的基团，代表-OCO-、-SO2NHCO-、-NHCO-、-NHCS- 或-SO2-。Y 代表氨基酸残基或肽残基。Z 代表与 Y 的 C 端结合的基团，代表 OH 基团或 OR″ 基团。当 Y 是胱氨酸残基以外的氨基酸残基或 Y 是不含胱氨酸残基的肽残基时，m=1；当 Y 是含 n 个胱氨酸残基的肽残基时，m=n+1，n 为 1 或 2。）
• The Identification of the Amino Acids: p-Toluenesulfonyl¹ Chloride as a Reagent
  作者：Evan W. McChesney、Wm. Kirk Swann

  DOI：10.1021/ja01285a046

  日期：1937.6