N-乙酰-D-酪氨酸 | 19764-32-0

• 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-乙酰-D-酪氨酸
• 英文名称: Ac-D-Tyrosine
• 英文别名: N-acetyl-D-tyrosine；L-N-acetyltyrosine；Ac-D-Tyr-OH；N-Ac-D-Tyr；N-acetyl-D-tyrosine；N-Acetyl-D-tyrosin；(2R)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid
• CAS: 19764-32-0
• 化学式: C₁₁H₁₃NO₄
• 分子量: 223.229
• InChiKey: CAHKINHBCWCHCF-SNVBAGLBSA-N

物化性质

• 沸点：
  531.3±45.0 °C(Predicted)
• 密度：
  1.304

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 海关编码：
  2924299090
• 危险性防范说明：
  P233,P260,P261,P264,P271,P280,P302+P352,P304,P304+P340,P305+P351+P338,P312,P321,P332+P313,P337+P313,P340,P362,P403,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335
• 储存条件：
  存储于室温下。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ac-D-Tyr-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: Ac-D-Tyr-OH
CAS number: 19764-32-0

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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: C11H13NO4
Molecular weight: 223.2

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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-乙酰-D-酪氨酸 在 titanium(IV) isopropylate 、 盐酸 、 叔丁基过氧化氢 、 锂硼氢 、 正丁基锂 、 L-(+)-酒石酸二异丙酯 、 氢气 、 sodium hydride 、 碳酸氢钠 、 potassium carbonate 、 戴斯-马丁氧化剂 、 甲基磺酰氯 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 tert-butyl (2R,3S,4S)-3-acetyloxy-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidine-1-carboxylate
  参考文献：
  名称：

  （-）-茴香霉素的简明合成

  摘要：

  摘要以d-酪氨酸为起始原料，以Sharpless不对称环氧化为关键反应，合成并构筑全部手性中心的恶唑啉，合成了抗生素（-）-阿霉素。

  DOI：

  10.1016/j.cclet.2012.03.029
• 作为产物：
  描述：

  (Z)-α-Acetamido-p-hydroxycinnamic Acid 在 rhodium(I)-(S,S)-skewphos complexes 氢气 作用下， 以 四氢呋喃 为溶剂， 生成 N-乙酰-D-酪氨酸
  参考文献：
  名称：

  Asymmetric synthesis. Asymmetric catalytic hydrogenation using chiral chelating six-membered ring diphosphines

  摘要：

  DOI：

  10.1021/ja00399a023
• 作为试剂：
  描述：

  rac-6,7-dimethoxy-1-(α-naphthylmethyl)-1,2,3,4-tetrahydroisoquinoline 在 N-乙酰-D-酪氨酸 、 sodium hydroxide 作用下， 以 甲醇 、 丙酮 、 二氯甲烷 、 水 为溶剂， 反应 48.5h， 生成 (S)-6,7-dimethoxy-1-(α-naphthylmethyl)-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  METHOD FOR RESOLVING ENANTIOMERS FROM RACEMIC MIXTURE HAVING CHIRAL CARBON IN ALPHA POSITION OF NITROGEN

  摘要：

  揭示了一种简化的方法，通过将含有手性碳的混合物溶解在氮的α位和氨基酸中，制备出对映异构盐来分离对映体，而不使用催化剂或酶，显著提高光学纯度。此外，本发明可以大量制备对映体，而无需使用昂贵的催化剂或控制应用酶的反应条件。

  公开号：

  US20090036679A1

文献信息

• Process for preparation of tamsulosin and its aralkylamine derivatives
  申请人：Jih Hwu Ru

  公开号：US20070015939A1

  公开（公告）日：2007-01-18

  The present invention discloses a new process for the synthesis of tamsulosin and its aralkylamine derivatives, especially (R)-(−)-5-2-[2-(2-alkoxyphenoxy)ethylamino]propyl}-2-alkoxybenzenesulfonamides having the following formula 1 (where R 1 and R 2 represent C 1 -C 4 alkyl groups) and their hydrochloride thereof, and other various pharmaceutical used salts. Tamsulosin hydrochloride (R 1 =Et, R 2 =Me, in its hydrochloride salt form) is an antagonist of α-A adrenoceptors in the prostate. Tamsulosin•HCl occurs as white crystals, which melt with decomposition at approximately 230° C. It is sparingly soluble in water and in methanol, slightly soluble in glacial acetic acid and in ethanol, and practically insoluble in ether.

  本发明公开了一种合成坦洛新及其芳基胺衍生物的新工艺，特别是具有以下化学式1的(R)-(−)-5-2-[2-(2-烷氧基苯氧基)乙基氨基]丙基}-2-烷氧基苯磺酰胺（其中R1和R2代表C1-C4烷基基团）及其盐酸盐，以及其他各种药用盐。坦洛新盐酸盐（R1=Et，R2=Me，在其盐酸盐形式中）是前列腺α-A肾上腺素受体的拮抗剂。坦洛新•HCl呈白色晶体，约在230°C左右分解熔化。它在水和甲醇中溶解度较低，在冰乙酸和乙醇中稍溶，在醚中几乎不溶。
• Method of inhibiting protein tyrosine phosphatase 1B and/or T-cell protein tyrosine phosphatase 4 and/or other PTPases with an Asp residue at position 48
  申请人：Novo Nordisk A/S

  公开号：US07115624B1

  公开（公告）日：2006-10-03

  The present invention provides a method of inhibiting a member of a family of Protein Tyrosine Phosphatases (PTPases, PTPs) such as PTP1B, TC-PTP, CD45, SHP-1, SHP-2, PTPα, PTPε, PTPμ, PTPδ, PTPσ, PTPζ, PTPβ, PTPD1, PTPD2, PTPH1, PTP-MEG1, PTP-LAR, and HePTP by exposing said Ptpase member by administration to a host or otherwise to at least one compound with certain structural, physical and spatial characteristics that allow for the interaction of said compound with specific residues of the active site of PTP1B and/or TC-PTP. These compounds are indicated in the management or treatment of a broad range of diseases such as autoimmune diseases, acute and chronic inflammation, osteoporosis, various forms of cancer and malignant diseases, and type I diabetes and type II diabetes, as well as in the isolation of PTPases and in elucidation or further elucidation of their biological function.

  本发明提供了一种抑制蛋白酪氨酸磷酸酶（PTPases，PTPs）家族成员（如PTP1B、TC-PTP、CD45、SHP-1、SHP-2、PTPα、PTPε、PTPμ、PTPδ、PTPσ、PTPζ、PTPβ、PTPD1、PTPD2、PTPH1、PTP-MEG1、PTP-LAR和HePTP）的方法，通过将所述PTpase成员暴露于至少一种具有特定结构、物理和空间特征的化合物的管理或治疗中，使得该化合物与PTP1B和/或TC-PTP的活性位点的特定残基发生相互作用。这些化合物在管理或治疗广泛范围的疾病，如自身免疫疾病、急性和慢性炎症、骨质疏松症、各种癌症和恶性疾病、I型糖尿病和II型糖尿病，以及在分离PTPases和阐明或进一步阐明其生物功能方面起作用。
• [EN] RESOLUTION OF 3-AMINO ALKYLNITRILES<br/>[FR] DÉDOUBLEMENT DE 3-AMINO ALKYLNITRILES
  申请人：PFIZER PROD INC

  公开号：WO2005040097A1

  公开（公告）日：2005-05-06

  The present invention relates to chiral N-acetyl-alpha-amino acid salts of optically active β-amino alkylnitriles, and also to a process for preparing optically active β-amino alkylnitriles by resolving racemic β-amino alkylnitriles using chiral N-acetyl-alpha-amino acids as resolving agent.

  本发明涉及手性N-乙酰-α-氨基酸盐的光学活性β-氨基烷基腈，以及一种利用手性N-乙酰-α-氨基酸作为分离剂来分离混合物的光学活性β-氨基烷基腈的方法。
• Synthesis and Application of (3<i>R</i>,4<i>R</i>)-3,4-Bis(diphenylphosphino)tetrahydrofuran as Ligand for Asymmetric Hydrogenation of Acrylic Acids
  作者：Andreas Terfort

  DOI：10.1055/s-1992-26275

  日期：——

  A new, chiral bisphosphine, (3R,4R)-3, 4-bis(diphenylphosphino)tetrahydrofuran (4), is synthesized in three steps from (R,R)-tartaric acid esters. With rhodium(I) complexes of 4enantiomeric excesses of 54 to 97% are obtained on catalytic hydrogenation of 2-(acetylamino)acrylic acid, 2-(acetylamino)cinnamic acids and itaconic acid. The applied substrate/catalyst ratios were between 250: 1 and 11000:1.

  一种新的手性双膦--(3R,4R)-3, 4-双（二苯基膦）四氢呋喃 (4)，是由（R,R）-酒石酸酯通过三个步骤合成的。使用铑（I）配合物催化 2-（乙酰氨基）丙烯酸、2-（乙酰氨基）肉桂酸和衣康酸的氢化反应，可获得 54% 至 97% 的 4 对映体过量。应用的底物/催化剂比率介于 250:1 和 11000:1 之间。
• Efficient Asymmetric Hydrogenations of (<i>Z</i>)-2-Acetamidoacrylic Acid Derivatives with the Cationic Rhodium Complex of (2<i>S</i>,4<i>S</i>)-MOD-BPPM
  作者：Hisashi Takahashi、Kazuo Achiwa

  DOI：10.1246/cl.1989.305

  日期：1989.2

  5′-dimethylphenyl)]phosphino]-2-[[[bis(4′-methoxy-3′,5′-dimethylphenyl)]phosphino]methyl]pyrrolidine) and its application to highly effective asymmetric hydrogenations of (Z)-2-acetamidoacrylic acid derivatives are described.

  (2S,4S)-MOD-BPPM((2S,4S)-N-(叔丁氧基羰基)-4-[[双(4'-甲氧基-3',5'-二甲基苯基)]膦基]-的制备描述了 2-[[[双(4'-甲氧基-3',5'-二甲基苯基)]膦基]甲基]吡咯烷)及其在 (Z)-2-乙酰氨基丙烯酸衍生物的高效不对称氢化中的应用。