N-[(苯甲氧基)羰基]-O-(苯基甲基)-D-酪氨酸 | 92455-53-3

• 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-[(苯甲氧基)羰基]-O-(苯基甲基)-D-酪氨酸
• 英文名称: Cbz-D-Tyr(OBz)-H
• 英文别名: (N-benzyloxycarbonyl-O-benzyl)-D-tyrosine；Z-D-Tyr(Bzl)-OH；(2R)-2-(phenylmethoxycarbonylamino)-3-(4-phenylmethoxyphenyl)propanoic acid
• CAS: 92455-53-3
• 化学式: C₂₄H₂₃NO₅
• 分子量: 405.45
• InChiKey: IPAODWFPTVIUSZ-JOCHJYFZSA-N

物化性质

• 熔点：
  113-119℃
• 沸点：
  624.4±55.0 °C(Predicted)
• 密度：
  1.249±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Z-D-Tyr(bzl)-oh
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: Z-D-Tyr(bzl)-oh
CAS number: 92455-53-3

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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: C24H23NO5
Molecular weight: 405.4

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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-[(苯甲氧基)羰基]-O-(苯基甲基)-D-酪氨酸 在 吡啶 、 三聚氟氰 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 以72%的产率得到N-(Carbobenzyloxy)-O-benzyl-D-tyrosinecarboxylic acid fluoride
  参考文献：
  名称：

  A Mimic of Both a Torsionally-Distorted Peptide Ground State and the Transition State for Peptide Bond Hydrolysis: Synthesis of a Spiro[4.4]nonyl Derivative

  摘要：

  DOI：

  10.1021/jo00121a072

文献信息

• An Efficient Approach to Chiral C8/C9-Piperazino-Substituted 1,4-Benzodiazepin-2-ones as Peptidomimetic Scaffolds
  作者：Stefania Butini、Emanuele Gabellieri、Paul Brady Huleatt、Giuseppe Campiani、Silvia Franceschini、Margherita Brindisi、Sindu Ros、Salvatore Sanna Coccone、Isabella Fiorini、Ettore Novellino、Gianluca Giorgi、Sandra Gemma

  DOI：10.1021/jo8015456

  日期：2008.11.7

  a versatile approach to introduce cyclic, protonatable functionality at C8/C9. Introduction of the piperazine system at C8 and C9 gave access to a unique functionalization of the versatile benzodiazepine skeleton, broadening tailoring options on the benzofused side of the molecule, and the possibility of discovering novel peptidomimetics potentially able to modulate protein-protein interactions. Coupling

  干扰生物过程的一种有前途的方法是通过充当拟肽的小分子调节蛋白质-蛋白质相互作用。1,4-苯并二氮杂pine骨架已被广泛报道为模仿肽的致药系统。尽管已经公开了几种通往C6-8取代的苯并二氮杂卓的合成途径，但几乎没有报道在C9处被取代的1，4-苯并二氮杂卓。在这里，我们描述了一种通用的方法，可以在C8 / C9处引入循环的，可质子化的功能。在C8和C9引入哌嗪系统后，即可获得通用的苯并二氮杂skeleton骨架的独特功能化，拓宽了分子在苯并稠合侧的剪裁选择，并发现了可能调节蛋白质-蛋白质相互作用的新型肽模拟物。在温和条件下，将活化的氨基酸与反应性较弱的苯胺偶联，同时避免了外消旋作用，可轻松获得这些化合物。通过使用三苯基膦和六氯丙酮，在低温和无酸/碱的条件下利用酰氯的快速形成，可以实现有效的氨基酸活化。该方法成功地导致了高反应产率，没有产生外消旋作用（ee> 98％，如通过使用手性溶剂化剂所证明
• Nouveaux composés amidiques des 1-(alcoxybenzyl) pipérazines, leurs procédés de préparation, et les compositions pharmaceutiques qui les contiennent
  申请人：ADIR ET COMPAGNIE

  公开号：EP0533516A2

  公开（公告）日：1993-03-24

  Composés de formule (I) : avec R1, R2, et n tels que définis dans la description. Médicaments.

  式 (I) ： 其中 R1、R2 和 n 如说明中所定义。药物。
• Spiroleucettadine: synthetic studies and investigations towards structural revision
  作者：Nicholas Aberle、Simon P.B. Ovenden、Guillaume Lessene、Keith G. Watson、Brian J. Smith

  DOI：10.1016/j.tetlet.2007.01.088

  日期：2007.3

  Synthetic efforts towards spiroleucettadine are described, including the enantioselective synthesis of the presumed biosynthetic precursor. High level density functional theory calculations were used to predict the C-13 NMR shifts of possible alternative structures and, along with a re-evaluation of the available NMR data, allow the proposal of revised structures for this spirocyclic alkaloid. (c) 2007 Elsevier Ltd. All rights reserved.
• The synthesis of cyclobutanol-containing dipeptide analogues
  作者：Ping Yuan、Mark R. Driscoll、Susan J. Raymond、David E. Hansen、Richard A. Blatchly

  DOI：10.1016/s0040-4039(00)73389-2

  日期：1994.8

  The dipeptide analogue methyl trans-2-[(t-butoxycarbonyl)amino]-trans-3-hydroxycyclobutanecarboxylate (5a) and its cis,cis-isomer (5b) have been synthesized, and each has been incorporated into a longer peptide sequence.
• US5340809A
  申请人：——

  公开号：US5340809A

  公开（公告）日：1994-08-23