N-Boc-3,4-二甲氧基-L-苯丙氨酸 | 127095-97-0

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 丙氨酸类衍生物
• 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
• 中文名称: N-Boc-3,4-二甲氧基-L-苯丙氨酸
• 中文别名: BOC-L-3,4-二甲氧基苯基丙氨酸
• 英文名称: (S)‐2‐[(tert‐butoxycarbonyl)amino]‐3‐(3,4‐dimethoxyphenyl)propanoic acid
• 英文别名: Boc-3,4-dimethoxy-l-phenylalanine；(2S)-3-(3,4-dimethoxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
• CAS: 127095-97-0
• 化学式: C₁₆H₂₃NO₆
• 分子量: 325.362
• InChiKey: ADWMFTMMXMHMHB-NSHDSACASA-N

物化性质

• 沸点：
  482.7±45.0 °C(Predicted)
• 密度：
  1.176±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  94.1
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2924299090
• 储存条件：
  存储温度应保持在0°C。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Boc-3,4-dimethoxy-l-phenylalanine
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: Boc-3,4-dimethoxy-l-phenylalanine
CAS number: 127095-97-0

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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.
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: C16H23NO6
Molecular weight: 325.4

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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.

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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

反应信息

• 作为反应物：
  描述：

  N-Boc-3,4-二甲氧基-L-苯丙氨酸 在 4-二甲氨基吡啶 、 甲酸 、 硫酸 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 lithium tri-t-butoxyaluminum hydride 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 38.0h， 生成 (1R,2S,13S)-6,7,17,18-tetramethoxy-21-methyl-11,21-diazapentacyclo[11.7.1.02,11.04,9.015,20]henicosa-4,6,8,15,17,19-hexaen-12-one
  参考文献：
  名称：

  构建海洋生物生物苦素的五环核的新有效合成方法

  摘要：

  ecteinascidins的五环核是由两个基本结构单元，即1,2,3,4-四氢异喹啉衍生物和取代的苯丙氨酸衍生物，通过8个步骤，使用容易获得的L-Dopa作为起始原料构建的。关键步骤涉及上述两个结构单元的偶联，关键中间体哌嗪-1,4-二酮衍生物的11-羰基的区域选择性还原以及分子内Pictet-Spengler环化。

  DOI：

  10.1016/s0040-4039(03)01785-4
• 作为产物：
  描述：

  左旋多巴 在 lithium hydroxide monohydrate 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 水 、 丙酮 为溶剂， 生成 N-Boc-3,4-二甲氧基-L-苯丙氨酸
  参考文献：
  名称：

  Simplified hybrids of two anticancer bistetrahydroisoquinoline alkaloids ecteinascidin 743 and cribrostatin 4 and inhibitory activity against proliferation of cancer cells

  摘要：

  一系列简化的天然生物碱ecteinascidin 743和cribrostatin 4的杂交/类似物已被合成和评估。

  DOI：

  10.1039/d2ob01707e

文献信息

• 氮(氧)杂环戊烷-2-酮(硫酮)类化合物、其药 物组合物、制备方法和用途
  申请人：中国科学院上海药物研究所

  公开号：CN103626713B

  公开（公告）日：2017-07-04

  本发明属于药物学领域，涉及式I所示的氮(氧)杂环戊烷‑2‑酮(硫酮)类化合物、其药物组合物、制备方法及其在制备治疗糖尿病及糖脂代谢药物中的用途，尤其是制备治疗Ⅱ型糖尿病的药物的用途。
• Mechanism of fluorescence quenching of tyrosine derivatives by amide group
  作者：Wiesław Wiczk、Alicja Rzeska、Joanna Łukomska、Krystyna Stachowiak、Jerzy Karolczak、Joanna Malicka、Leszek Łankiewicz

  DOI：10.1016/s0009-2614(01)00470-5

  日期：2001.6

  The difference between fluorescence lifetimes of the following amino acids: phenylalanine (Phe), tyrosine (Tyr), (O-methyl)tyrosine (Tyr(Me)), (3-hydroxy)tyrosine (Dopa), (3,4-dimethoxy)phenylalanine (Dopa(Me)2) and their amides was used to testify the mechanism of fluorescence quenching of aromatic amino acids by the amide group. On the basis of the Marcus theory of photoinduced electron transfer

  以下氨基酸的荧光寿命之间的差异：苯丙氨酸（Phe），酪氨酸（Tyr），（O-甲基）酪氨酸（Tyr（Me）），（3-羟基）酪氨酸（Dopa），（3,4-二甲氧基）苯丙氨酸（Dopa（Me）2）及其酰胺被用于证明酰胺基团对芳香族氨基酸进行荧光猝灭的机理。基于马库斯理论，得到了上述氨基酸的In k ET与因激发能而降低的电离电势之间的光诱导电子转移的抛物线关系。该发现表明发生了从激发的生色团基团到酰胺基团的光诱导电子转移。
• Probing α‐Amino Aldehydes as Weakly Acidic Pronucleophiles: Direct Access to Quaternary α‐Amino Aldehydes by an Enantioselective Michael Addition Catalyzed by Brønsted Bases
  作者：Ane García‐Urricelqui、Abel Cózar、Antonia Mielgo、Claudio Palomo

  DOI：10.1002/chem.202004468

  日期：2021.2

  The high tendency of α‐amino aldehydes to undergo 1,2‐additions and their relatively low stability under basic conditions have largely prevented their use as pronucleophiles in the realm of asymmetric catalysis, particularly for the production of quaternary α‐amino aldehydes. Herein, it is demonstrated that the chemistry of α‐amino aldehydes may be expanded beyond these limits by documenting the first

  α-氨基醛很容易发生1,2-加成反应，并且在碱性条件下具有相对较低的稳定性，这在很大程度上阻止了它们在不对称催化领域用作亲核试剂，特别是在生产季α-氨基醛方面。本文证明了α-氨基醛的化学性质可能超出了这些限制，方法是记录α-支链α-氨基醛与硝基烯烃的首次直接α-烷基化反应。该反应产生具有多达非对映和对映选择性的稠密的官能化产物，该产物带有多达两个的四级和三级邻位立体中心。DFT建模提出了这样的建议，即在NH基团与起始α-氨基醛中的羰基氧原子之间的分子内氢键是反应立体控制的关键。
• [EN] NOVEL PHTHALAZINONE-PYRROLOPYRIMIDINECARBOXAMIDE DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS DE PHTALAZINONE-PYRROLOPYRIMIDINECARBOXAMIDE
  申请人：NYCOMED GMBH

  公开号：WO2012171900A1

  公开（公告）日：2012-12-20

  The compounds of formula (1), in which R1, R7, R8, R9, R10, R17, R18, R19, R20 and m have the meanings as given in the description, are novel effective inhibitors of type 4 and 5 phosphodiesterase.

  式（1）中的化合物，其中R1、R7、R8、R9、R10、R17、R18、R19、R20和m的含义如描述中所述，是新颖的有效的4型和5型磷酸二酯酶抑制剂。
• NOVEL PHTHALAZINONE-PYRROLOPYRIMIDINECARBOXAMIDE DERIVATIVES
  申请人：Stengel Thomas

  公开号：US20140112945A1

  公开（公告）日：2014-04-24

  The compounds of formula (1) in which R1, R7, R8, R9, R10, R17, R18, R19, R20 and m have the meanings as given in the description, are novel effective inhibitors of type 4 and type 5 phosphodiesterase.

  式（1）中的化合物，其中R1、R7、R8、R9、R10、R17、R18、R19、R20和m的含义如描述中所述，是新颖的有效的磷酸二酯酶4型和5型抑制剂。