diethyl L-aspartate hydrochloride | 16115-68-7

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 天然氨基酸及其衍生物
• 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
• 英文名称: diethyl L-aspartate hydrochloride
• 英文别名: L-aspartic acid diethyl ester hydrochloride；(S)-aspartic acid diethyl ester hydrochloride；diethyl (2S)-2-aminobutanedioate;hydrochloride
• CAS: 16115-68-7
• 化学式: C₈H₁₅NO₄*ClH
• 分子量: 225.672
• InChiKey: AJOXZAAREAYBQR-RGMNGODLSA-N

物化性质

• 熔点：
  105.0 to 109.0 °C
• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。

计算性质

• 辛醇/水分配系数(LogP)：
  0.25
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  78.6
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  29224999
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  存储温度应保持在0°C。

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: H-Asp(OEt)-OEt HCl
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: H-Asp(OEt)-OEt HCl
CAS number: 16115-68-7

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C8H15NO4.ClH
Molecular weight: 225.7

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

H-Asp(OEt)-OEt·HCl是一种天冬氨酸衍生物。

反应信息

• 作为反应物：
  描述：

  diethyl L-aspartate hydrochloride 在 Amberlyst A₂₁ resin 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以98%的产率得到天冬氨酸二乙酯
  参考文献：
  名称：

  使用连续流动系统的氨基酸酯与环己酮的立体保留 N-芳基化

  摘要：

  由于α-立体中心的敏感性，具有最小外消旋化的手性氨基酸酯的N-芳基化是具有挑战性的转化。开发了一种通用的合成方法，以在连续流动条件下使用环己酮作为芳基来源制备N-芳基化氨基酸酯。设计的流动系统由盘管反应器和含有 Pd(OH) 2 /C 催化剂的填充床反应器组成，有效地提供了所需的N-芳基化氨基酸，而没有显着的外消旋化，仅伴随少量易于去除的共聚反应。 - 产品（即，H 2O 和烷烃）。该方法的效率和稳健性允许以非常高的产率和对映体纯度连续合成所需的产物，同时具有高时空产率（74.1 g L -1  h -1）和周转频率（5.9 h -1）至少持续3天。

  DOI：

  10.1002/chem.202101439
• 作为产物：
  描述：

  L-天门冬氨酸 以 乙醇 、 苯 为溶剂， 生成 diethyl L-aspartate hydrochloride
  参考文献：
  名称：

  N-(Phosphonoacetyl)-L-aspartic acid compounds and methods for their

  摘要：

  本文介绍了N-(磷酸乙酰)-L-天冬氨酸（PALA）化合物，特别是新型PALA化合物以及其大量制备的方法。这些方法包括制备某些PALA化合物，例如PALA二苄基酯，二钠盐PALA和二苄基PALA的环己胺盐。

  公开号：

  US04215070A1

文献信息

• Hydantoin-Free Synthesis of Peptide Ester Isocyanates, Isothiocyanates, and Dipeptidyl Ureas: The Application of Zinc Dust in a Carbonylation Procedure without Base
  作者：Vommina Sureshbabu、N. Narendra、T. Vishwanatha

  DOI：10.1055/s-0030-1260216

  日期：2011.10

  Non-Schotten-Baumann conditions are described for the hydantoin-free synthesis of peptide ester isocyanates using activated zinc dust as a non-basic HCl scavenger. Also, the procedure gives no N-acylated products in the case of the conversion of amino acid and peptide amides into isocyanates.

  在使用活性锌粉作为非碱性HCl清除剂的情况下，描述了无需使用海因（hydantoin）的肽酯异氰酸酯自由合成方法，即非Schotten-Baumann条件。此外，在将氨基酸和肽酰胺转化为异氰酸酯的过程中，该方法不会产生N-酰化产物。
• Metabolism of airborne methyl salicylate in adjacent plants
  作者：Rishni Masimbula、Katsunari Oki、Kosaku Takahashi、Hideyuki Matsuura

  DOI：10.1080/09168451.2020.1769465

  日期：2020.9.1

  Salicylic acid (SA) and methyl salicylate (MeSA) are synthesized in many plants and are crucial components that establish their disease responses. The metabolism of airborne MeSA to SA has been previously reported. In this report, it was found that SA glucose ester (SAGE), ether (SAG), and salicyloyl-L-aspartic acid (SA-Asp) are metabolites of airborne MeSA. Furthermore, it was found that airborne

  水杨酸（SA）和水杨酸甲酯（MeSA）在许多植物中合成，并且是确立其疾病应对能力的关键成分。先前已经报道了机载MeSA代谢为SA。在此报告中，发现SA葡萄糖酯（SAGE），醚（SAG）和水杨酰-L-天冬氨酸（SA-Asp）是机载MeSA的代谢产物。此外，还发现机载MeSA能够增加紫苏中迷迭香酸的内源性含量，这被认为是有助于维持人类健康的功能成分之一。
• [EN] N-HYDROXYFORMAMIDE COMPOUNDS AND COMPOSITIONS COMPRISING THEM FOR USE AS BMP1, TLL1 AND/OR TLL2 INHIBITORS<br/>[FR] COMPOSÉS N-HYDROXYFORMAMIDES ET COMPOSITIONS LES COMPRENANT POUR UNE UTILISATION COMME INHIBITEURS DE BMP1, TLL1 ET/OU TLL2
  申请人：GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO 2) LTD

  公开号：WO2017006296A1

  公开（公告）日：2017-01-12

  Compounds of Formulas (I) and (II) and salts thereof; methods of making and using the same, including use for inhibiting BMP1, TLL1 and/or TLL2 and in treatment of diseases associated with BMP1, TLL1 and/or TLL2 activity.

  公式（I）和（II）的化合物及其盐；制备和使用这些化合物的方法，包括用于抑制BMP1、TLL1和/或TLL2以及治疗与BMP1、TLL1和/或TLL2活性相关的疾病的用途。
• Transesterifications with 1,8-Diazabicyclo[5.4.0]undec-7-ene/Lithium Bromide (DBU/LiBr) - Also Applicable to Cleavage of Peptides from Resins inMerrifleld Syntheses
  作者：Dieter Scebach、Adrian Thaler、Denis Blaser、Soo Y. Ko

  DOI：10.1002/hlca.19910740520

  日期：1991.8.7

  amidine base 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and LiBr (preferably 0,5 and 5 equiv., resp.) turns out to be a highly efficient catalyst (at 0–25°) for saponifications (in THF/H2O) and transesterifications (in ROH). The scope and limitations of the method are determined using ca. two dozens of different ester/alcohol combinations (Schemes 2 and 3). The investigation is focused on peptides as substrates

  base碱的1,8-二氮杂双环[5.4.0]十一碳-7-烯（DBU）和LiBr（最好分别为0.5和5当量）的混合物被证明是一种高效催化剂（0时） –25°）用于皂化（在THF / H 2 O中）和酯交换（在ROH中）。该方法的范围和局限性由ca确定。两种不同的酯/醇组合（方案2和3）。研究集中在肽作为底物上。在精心控制的条件下，N -Boc-和N不会发生准分子反应-Z-保护的肽酯，当是甲基，乙基，异丙基或烯丙基酯的产物时，如含多达六个氨基酸的肽所示，C端带有Ala，Len MeLeu，Asp（OEt）或Tyr （方案3以及表1和2）。Bom-Leu-Ala-Gly-Val-OR和Boc-Leu-Ala-Gly-Phe-OR（R = H，Me）从PAM和Wang树脂中水解和酯基转移（R = H，Me）（0–25°下1–8 h ，通过这种方法可以在不致使C端立体异构中心发生差向异构的情况下，获
• Supramolecular enantiomeric and structural differentiation of amino acid derivatives with achiral pillar[5]arene homologs
  作者：Jiecheng Ji、Yizhou Li、Chao Xiao、Guo Cheng、Kui Luo、Qiyong Gong、Dayang Zhou、Jason J. Chruma、Wanhua Wu、Cheng Yang

  DOI：10.1039/c9cc08541f

  日期：——

  Complexation of achiral pillar[5]arenes with chiral amines induced strong circular dichroism (CD) signals. The CD responses differed drastically depending on the nature of the amino acid guest, and they significantly varied and part of them even inverted, upon increasing the length of the alkyl chains of the pillar[5]arenes guests. Accordingly, this tactic allowed for the unprecedented simultaneous

  非手性柱[5]芳烃与手性胺的络合诱导了强圆二色性（CD）信号。CD响应随氨基酸客体的性质而显着不同，并且随着柱[5]芳烃客体的烷基链长度的增加，CD响应显着变化，并且它们的一部分甚至被反转。因此，该策略允许对具有同源分子主体的α-氨基酯进行前所未有的同时对映异构和结构区分。