N-叔丁氧羰基-3,5-二碘-L-酪氨酸 | 62129-53-7

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 酪氨酸类衍生物
• 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-叔丁氧羰基-3,5-二碘-L-酪氨酸
• 中文别名: Boc-3,5-二碘-tyr-oh
• 英文名称: (tert-butoxycarbonyl)-3,5-diiodotyrosine
• 英文别名: Boc-3',5'-diiodo-L-tyrosine；N-Boc-3,5-diiodo-L-tyrosine；N-Boc-o,o'-diiodo-tyrosine；L-BOC-Diiodotyrosine；L-N-Boc-3,5-diiodotyrosine；Boc-diiodotyrosine；Boc-3,5-diiodo-L-tyrosine；(2S)-3-(4-hydroxy-3,5-diiodophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
• CAS: 62129-53-7
• 化学式: C₁₄H₁₇I₂NO₅
• mdl: MFCD00058515
• 分子量: 533.102
• InChiKey: CTUIJSMDTYBOLW-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  95.9
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2924299090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Boc-3,5-diiodo-l-tyrosine
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-3,5-diiodo-l-tyrosine
CAS number: 62129-53-7

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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, refrigerated.
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: C14H17I2NO5
Molecular weight: 533.1

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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, hydrogen Iodide.

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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-叔丁氧羰基-3,5-二碘-L-酪氨酸 在 锂硼氢 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 15.0h， 生成 (S)-tert-butyl 1-(3,5-diiodo-4-methoxyphenyl)-3-(methoxymethoxy)propan-2-ylcarbamate
  参考文献：
  名称：

  由左酪氨酸有效合成l-3,4,5-三加氧苯丙氨酸化合物

  摘要：

  用于合成的新策略升-3,4,5- trioxygenated从苯丙氨酸衍生物升-酪氨酸被首次开发的。这种方法的特点是通过一锅法（包括锂化，硼化和氧化）将芳基二碘化物转化为双酚，这种方法非常实用。通过该稳健的方案，由N-保护的l -3,5-双（叔丁基二甲基甲硅烷氧基）-4-甲氧基-苯丙氨酸和l -3,4,5-三甲氧基-苯丙氨酸衍生物在9步中用36步从l-酪氨酸获得–40％的整体收益率。

  DOI：

  10.1016/j.tet.2013.02.079
• 作为产物：
  描述：

  L-酪氨酸 在 一氯化碘 、 碳酸氢钠 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 8.0h， 生成 N-叔丁氧羰基-3,5-二碘-L-酪氨酸
  参考文献：
  名称：

  由左酪氨酸有效合成l-3,4,5-三加氧苯丙氨酸化合物

  摘要：

  用于合成的新策略升-3,4,5- trioxygenated从苯丙氨酸衍生物升-酪氨酸被首次开发的。这种方法的特点是通过一锅法（包括锂化，硼化和氧化）将芳基二碘化物转化为双酚，这种方法非常实用。通过该稳健的方案，由N-保护的l -3,5-双（叔丁基二甲基甲硅烷氧基）-4-甲氧基-苯丙氨酸和l -3,4,5-三甲氧基-苯丙氨酸衍生物在9步中用36步从l-酪氨酸获得–40％的整体收益率。

  DOI：

  10.1016/j.tet.2013.02.079

文献信息

• Synthesis and structure-function studies of melanocyte stimulating hormone analogs modified in the 2 and 4(7) positions: comparison of activities on frog skin melanophores and melanoma adenylate cyclase
  作者：Victor J. Hruby、Tomi K. Sawyer、Young C. S. Yang、Marvin D. Bregman、Mac E. Hadley、Christopher B. Heward

  DOI：10.1021/jm00186a026

  日期：1980.12

  The synthesis and purification of several analogues of the melanotropins with amino acid substitutions at the tyrosine-2 and methionine-4(7) positions are reported. The compounds synthesized included [4-norleucine]-alpha-MSH, [7-norleucine]-beta p-MSH, [2-3',5'-diiodotyrosine]-alpha-MSH, [2-D-tyrosine]-alpha-MSH, and [2-phenylalanine,4-norleucine]-alpha-MSH. The biological activities of these derivatives

  据报道合成和纯化了黑色素的几种类似物，在酪氨酸2和蛋氨酸4（7）处具有氨基酸取代。合成的化合物包括[4-正亮氨酸]-α-MSH，[7-正亮氨酸]-βp-MSH，[2-3'，5'-二碘酪氨酸]-α-MSH，[2-D-酪氨酸]-α -MSH和[2-苯丙氨酸，4-正亮氨酸]-α-MSH。在整个剂量反应范围内，对这些衍生物的生物学活性进行了测量，并在正常黑素细胞（青蛙皮）和转化黑素细胞（小鼠黑素瘤腺苷酸环化酶）上进行了比较。在这两种测定系统中，所有测试的化合物均为完全激动剂，但效能差异很大。蛙皮试验的相对效力（alpha-MSH = 1.0）如下：[Nle7] -beta p-MSH（5.2）> [Nle4] -alpha-MSH（2.3）> alpha-MSH（1.0）> [ Phe2，Nle4]-α-MSH（0.80）>βp-MSH（0.55）> [I2-Tyr2]-α-MSH（0.12）> [D-Tyr2]-α-MSH（0
• Phenylalanine derivatives
  申请人：AJINOMOTO CO. INC

  公开号：US20030149083A1

  公开（公告）日：2003-08-07

  Specified phenylalanine derivatives and analogues thereof have an antagonistic activity to &agr; 4 integrin. They are used as therapeutic agents for various diseases concerning &agr; 4 integrin.

  指定的苯丙氨酸衍生物及其类似物具有对α4整合素的拮抗活性。它们被用作治疗与α4整合素有关的各种疾病的治疗剂。
• Synthesis of a cyclic diaryl ether derivative under solid-phase conditions
  作者：Kazuhiko Nakamura、Hisa Nishiya、Shigeru Nishiyama

  DOI：10.1016/s0040-4039(01)01240-0

  日期：2001.9

  N-protective group of the corresponding tripeptide derivatives, was examined to accomplish construction of a cyclic isodityrosine derivative under solid-phase conditions. The desired cyclization was effected under the TTN (thallium(III) trinitrate)/NMP–MeOH conditions to give the corresponding 17-membered ring lactam 12.

  检查了TTN酚氧化以及相应的三肽衍生物的N-保护基团，以在固相条件下完成环异异丁氨酸衍生物的构建。在TTN（三硝酸al（III））/ NMP-MeOH条件下进行所需的环化反应，得到相应的17元环内酰胺12。
• A Simple Substitution on Thyroid Hormones Remarkably Alters the Regioselectivity of Deiodination by a Deiodinase Mimic
  作者：Debasish Giri、Karuppusamy Raja、Govindasamy Mugesh

  DOI：10.1002/chem.202203111

  日期：2023.2.10

  The deiodination of L-thyroxine (T4) plays key roles in the thyroid hormone homeostasis. This chemical model study reveals that the modulation of the electronic properties of the iodine atoms in T4 through the phenolic group has a remarkable influence on the regioselectivity of the deiodination.

  L-甲状腺素 (T4) 的脱碘作用在甲状腺激素稳态中起着关键作用。该化学模型研究表明，通过酚基调节 T4 中碘原子的电子特性对脱碘的区域选择性具有显着影响。
• Renininhibitorische Peptide, Verfahren zur ihrer Herstellung und ihre Verwendung in Arzneimitteln
  申请人：BAYER AG

  公开号：EP0403828A1

  公开（公告）日：1990-12-27

  Die vorliegende Erfindung betrifft neue renininhibitorische Peptide der allgemeinen Formel (I) in welcher R1, R2, R3, A und X die in der Beschreibung angegebene Bedeutung haben, Verfahren zu ihrer Herstellung und ihre Verwendung in Arzneimitteln, insbesondere in kreislaufbeeinflussenden Arzneimitteln.

  本发明涉及通式（I）的新型肾素抑制肽。 中 R1、R2、R3、A 和 X 所具有的含义、其制备工艺及其在药物中的用途，特别是在影响循环的药物中的用途。