O-(叔丁基)-N-[(苯甲氧基)羰基]-L-酪氨酸 | 5545-54-0

• 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: O-(叔丁基)-N-[(苯甲氧基)羰基]-L-酪氨酸
• 中文别名: Z-Tyr(tBu)-OH
• 英文名称: N-(benzyloxycarbonyl)-O-(1,1-dimethylethyl)-L-tyrosine
• 英文别名: (S)-2-(((benzyloxy)carbonyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid；N-[(benzyloxy)carbonyl]-O-tert-butyl-L-tyrosine；N-(benzyloxycarbonyl)-3-(4-tert-butoxyphenyl)-L-alanine；Z-Tyr(tbu)-OH；(2S)-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]-2-(phenylmethoxycarbonylamino)propanoic acid
• CAS: 5545-54-0
• 化学式: C₂₁H₂₅NO₅
• 分子量: 371.433
• InChiKey: YKVBQSGNGCKQSV-SFHVURJKSA-N

物化性质

• 熔点：
  73-79°C
• 沸点：
  556.8±50.0 °C(Predicted)
• 密度：
  1.185±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件：2-8°C，干燥密封。

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: Z-Tyr(tbu)-OH
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: Z-Tyr(tbu)-OH
CAS number: 5545-54-0

---

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: C21H25NO5
Molecular weight: 371.4

---

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.

---

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

反应信息

• 作为反应物：
  描述：

  O-(叔丁基)-N-[(苯甲氧基)羰基]-L-酪氨酸 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.58h， 以100%的产率得到N-苄氧羰基-L-酪氨酸
  参考文献：
  名称：

  肽合成中提高的效率和选择性：三乙基硅烷作为碳阳离子清除剂在叔丁酯和叔丁氧羰基保护位点的脱保护中的用途

  摘要：

  在二氯甲烷中存在三氟乙酸的情况下，使用三乙基硅烷作为碳正离子清除剂可提高收率，减少反应时间，简化后处理并提高对受保护氨基酸中叔丁酯和叔丁氧羰基位点进行脱保护的选择性在其他对酸敏感的保护基如苄氧羰基，9-芴基甲氧羰基，O-和S-苄基和叔丁硫基存在下的肽。

  DOI：

  10.1016/s0040-4039(00)79116-7
• 作为产物：
  描述：

  N-苄氧羰基-L-酪氨酸 在 sodium hydroxide 、 硫酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 O-(叔丁基)-N-[(苯甲氧基)羰基]-L-酪氨酸
  参考文献：
  名称：

  Wuensch,E.; Jentsch,J., Chemische Berichte, 1964, vol. 97, p. 2490 - 2496

  摘要：

  DOI：
• 作为试剂：
  描述：

  O-(叔丁基)-N-[(苯甲氧基)羰基]-L-酪氨酸 、 2-(哌啶-4-基氧基)乙酸叔丁酯 在 O-(叔丁基)-N-[(苯甲氧基)羰基]-L-酪氨酸 作用下， 生成 {1-[(S)-2-Benzyloxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionyl]-piperidin-4-yloxy}-acetic acid tert-butyl ester
  参考文献：
  名称：

  J. Med. Chem. 1992, 35, 4393-4407

  摘要：

  DOI：

文献信息

• Microwave-Enhanced Solid-Phase Synthesis of <i>N</i>,<i>N′</i>-Linked Aliphatic Oligoureas and Related Hybrids
  作者：Céline Douat-Casassus、Karolina Pulka、Paul Claudon、Gilles Guichard

  DOI：10.1021/ol3012106

  日期：2012.6.15

  A practical and efficient microwave-assisted solid-phase method for the synthesis of N,N′-linked oligoureas and related amide/urea hybrid oligomers, featuring the use of succinimidyl (2-azido-2-substituted ethyl) carbamate monomers, is reported. The rate enhancement of urea formation under microwave irradiation combined with the mild conditions of the phosphine-based azide reduction makes this approach

  报道了一种实用，有效的微波辅助固相法，用于合成N，N'-连接的寡聚脲和相关的酰胺/脲杂化低聚物，其特征在于使用了琥珀酰亚胺基（2-叠氮基-2-取代的乙基）氨基甲酸酯单体。 。微波辐照下尿素形成的速率提高，以及基于膦的叠氮化物还原的温和条件，使得该方法对于常规合成寡聚尿素以及可能用于文库生产非常有效。
• [EN] TARGETED RADIOPHARMACEUTICALS FOR THE DIAGNOSIS AND TREATMENT OF PROSTATE CANCER<br/>[FR] PRODUITS RADIOPHARMACEUTIQUES CIBLÉS POUR LE DIAGNOSTIC ET LE TRAITEMENT DU CANCER DE LA PROSTATE
  申请人：BAYER AS

  公开号：WO2021013978A1

  公开（公告）日：2021-01-28

  A compound of general formula (I): wherein: n is 1, 2 or 3; R1, R2, R3 and R4, independently represent OH or Q; and 20 Q represents a tissue-targeting moeity selected from the group consisting of or a stereoisomer, a hydrate, a solvate, or a salt thereof, or a mixture of same, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds and the use of said 25 compounds for manufacturing pharmaceutical compositions for the treatment or prophylaxis of diseases, in particular of soft tissue diseases, as a sole agent or in combination with other active ingredients.

  通用式(I)的化合物：其中：n为1、2或3；R1、R2、R3和R4独立地代表OH或Q；Q代表从群组中选择的组织靶向基团，或其立体异构体、水合物、溶剂合物、盐或其混合物，制备所述化合物的方法，用于制备所述化合物的中间化合物，包含所述化合物的药物组合物和组合物，以及用于制造用于治疗或预防疾病的药物组合物的所述化合物的用途，特别是软组织疾病的治疗或预防，作为唯一药剂或与其他活性成分结合使用。
• [EN] COMPOSITIONS AND METHODS FOR TREATING AND PREVENTING NEURODEGENERATIVE DISORDERS<br/>[FR] COMPOSITIONS ET MÉTHODES DE TRAITEMENT ET DE PRÉVENTION DE TROUBLES NEURODÉGÉNÉRATIFS
  申请人：ALZHEON INC

  公开号：WO2017027582A1

  公开（公告）日：2017-02-16

  Compounds, pharmaceutical compositions, methods and kits are described for treating or preventing neurodegenerative diseases such as Alzheimer's disease.

  描述了用于治疗或预防阿尔茨海默病等神经退行性疾病的化合物、药物组合物、方法和试剂盒。
• A conjugate Lewis base-Brønsted acid catalyst for the sulfenylation of nitrogen containing heterocycles under mild conditions
  作者：Christopher J. Nalbandian、Eric M. Miller、Sean T. Toenjes、Jeffery L. Gustafson

  DOI：10.1039/c6cc09998j

  日期：——

  A new Lewis base/Brønsted acid approach allows for the sulfenylation of N-heterocycles under exceedingly mild conditions.

  一种新的Lewis碱/Brønsted酸方法允许在极其温和的条件下对N-杂环化合物进行磺化。
• Low molecular weight, non-peptide fibrinogen receptor antagonists
  作者：Leo Alig、Albrecht Edenhofer、Paul Hadvary、Marianne Huerzeler、Dietmar Knopp、Marcel Mueller、Beat Steiner、Arnold Trzeciak、Thomas Weller

  DOI：10.1021/jm00101a017

  日期：1992.11

  selectivity for GP IIb-IIIa vs the closely related vitronectin receptor alpha v beta 3. By random screening [(p-amidinobenzenesulfonamido)ethyl]-p-phenoxyacetic acid derivatives have been identified as fibrinogen receptor antagonists. Further structure-activity relationship studies culminated in the preparation of N-[N-[N-(p-amidinobenzoyl)-beta-alanyl]-L-alpha-aspartyl]-3-phenyl-L- alanine (29h, Ro 43-5054)

  四肽H-Arg-Gly-Asp-Ser-OH（1）（RGDS）代表血纤维蛋白原对其血小板受体GP IIb-IIIa（整联蛋白alpha IIb beta 3）的识别序列，是开发GSH的主要化合物。高效和选择性的纤维蛋白原受体拮抗剂。用对-d基苯丙氨酸替换N-末端精氨酸或用间氨基苯甲酸替换Gly部分，使得化合物在GP IIb-IIIa的活性和选择性方面优于紧密连接的玻连蛋白受体αv beta 3.通过随机筛选[（对-氨基苯磺酰胺基）乙基]-对-苯氧基乙酸衍生物已鉴定为纤维蛋白原受体拮抗剂。