2,6-bis-tert-butoxycarbonylamino-hexanoic acid | 2483-46-7

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - BOC-氨基酸
• 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
• 英文名称: 2,6-bis-tert-butoxycarbonylamino-hexanoic acid
• 英文别名: Boc-Lys(Boc)-OH；diBOC lysine；Nα-Fmoc-Nε-Boc-L-lysine；2,6-bis-tert-butyloxycarbonylamino-hexanoic acid；2,6-Bis(tert-butoxycarbonylamino)hexanoic acid；2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
• CAS: 2483-46-7；204190-67-0
• 化学式: C₁₆H₃₀N₂O₆
• 分子量: 346.424
• InChiKey: FBVSXKMMQOZUNU-UHFFFAOYSA-N

物化性质

• 沸点：
  514.4±45.0 °C(Predicted)
• 密度：
  1.109±0.06 g/cm3(Predicted)
• 溶解度：
  溶于氯仿、乙醚、乙酸乙酯和甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  114
• 氢给体数：
  3
• 氢受体数：
  6

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2924199090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 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-D-Lys(Boc)-OH DCHA
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-D-Lys(Boc)-OH DCHA
CAS number: 204190-67-0

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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, 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: C16H30N2O6.C12H23N
Molecular weight: 527.7

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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

制备方法与用途

(S)-2,6-二叔丁氧羰基氨基己酸可用作有机合成中间体和医药中间体，主要应用于实验室研发及化工生产过程。

反应信息

• 作为反应物：
  描述：

  2,6-bis-tert-butoxycarbonylamino-hexanoic acid 生成 N,N'-二叔丁氧羰基-L-赖氨酸 N-丁二酰亚胺酯
  参考文献：
  名称：

  Abuse resistant lysine amphetamine compounds

  摘要：

  本发明描述了一种将赖氨酸共价连接到苯丙胺的化合物、组合物和使用方法。这些化合物和组合物有助于减少或预防苯丙胺的滥用和过量使用。这些化合物和组合物在为某些疾病提供抗滥用的替代治疗方案方面具有特殊用途，例如注意力缺陷多动障碍（ADHD）、ADD、嗜睡症和肥胖症。在治疗剂量下，苯丙胺的口服生物利用度得以维持，而在更高剂量下，生物利用度显著降低，从而提供了一种减少口服滥用风险的方法。此外，本发明的化合物和组合物通过静脉或鼻腔给药途径降低了苯丙胺的生物利用度，进一步限制了它们的滥用风险。

  公开号：

  US07662787B2
• 作为产物：
  描述：

  DL-赖氨酸盐酸盐 生成 2,6-bis-tert-butoxycarbonylamino-hexanoic acid
  参考文献：
  名称：

  Abuse resistant lysine amphetamine compounds

  摘要：

  本发明描述了一种将赖氨酸共价连接到苯丙胺的化合物、组合物和使用方法。这些化合物和组合物有助于减少或预防苯丙胺的滥用和过量使用。这些化合物和组合物在为某些疾病提供抗滥用的替代治疗方案方面具有特殊用途，例如注意力缺陷多动障碍（ADHD）、ADD、嗜睡症和肥胖症。在治疗剂量下，苯丙胺的口服生物利用度得以维持，而在更高剂量下，生物利用度显著降低，从而提供了一种减少口服滥用风险的方法。此外，本发明的化合物和组合物通过静脉或鼻腔给药途径降低了苯丙胺的生物利用度，进一步限制了它们的滥用风险。

  公开号：

  US07662787B2

文献信息

• The Asymmetric Synthesis of Amines via Nickel-Catalyzed Enantioconvergent Substitution Reactions
  作者：Ze-Peng Yang、Dylan J. Freas、Gregory C. Fu

  DOI：10.1021/jacs.0c13034

  日期：2021.2.24

  dialkyl carbinamines do not provide general access to amines wherein the two alkyl groups are of similar size (e.g., CH2R versus CH2R1). Herein, we report two mild methods for the catalytic enantioconvergent synthesis of protected dialkyl carbinamines, both of which use a chiral nickel catalyst to couple an alkylzinc reagent (1.1–1.2 equiv) with a racemic partner, specifically, an α-phthalimido alkyl chloride

  手性二烷基卡宾胺在有机化学、药物化学和生物化学等领域具有重要意义，例如用作生物活性分子、手性配体和手性催化剂。不幸的是，大多数用于合成二烷基卡宾胺的催化不对称方法不提供获得其中两个烷基具有相似大小的胺的一般途径（例如，CH 2 R与CH 2 R 1 ）。在此，我们报道了两种催化对映异构合成受保护的二烷基卡宾胺的温和方法，这两种方法都使用手性镍催化剂将烷基锌试剂（1.1-1.2当量）与外消旋伙伴偶联，特别是α-邻苯二甲酰亚氨基烷基氯或受保护的 α-氨基酸的N-羟基邻苯二甲酰亚胺 (NHP) 酯。该方法用途广泛，可提供带有一系列官能团的二烷基卡宾胺衍生物。对于NHP酯的偶联，我们进一步描述了一种一锅变体，其中NHP酯原位生成，允许从市售氨基酸衍生物一步生成对映体富集的受保护的二烷基卡宾胺；我们通过将其应用于一系列有趣的目标分子的有效催化对映选择性合成来证明该方法的实用性。
• [EN] PROCESS FOR GALNAC OLIGONUCLEOTIDE CONJUGATES<br/>[FR] PROCÉDÉ DE PRÉPARATION DE CONJUGUÉS OLIGONUCLÉOTIDIQUES DE GALNAC
  申请人：HOFFMANN LA ROCHE

  公开号：WO2018215391A1

  公开（公告）日：2018-11-29

  The invention comprises a process for the preparation of therapeutically valuable GalNAc cluster oligonucleotide conjugates. The process comprises the coupling of an alkali metal salt, earth alkali metal salt or a tetraalkylammonium salt of an oligonucleotide with a GalNAc cluster compound or with a salt thereof and a subsequent purification.

  这项发明涉及一种制备具有治疗价值的GalNAc簇寡核苷酸共轭物的过程。该过程包括将寡核苷酸的碱金属盐、碱土金属盐或四烷基铵盐与GalNAc簇化合物或其盐偶联，然后进行纯化。
• Rigid aromatic linking moiety in cationic lipids for enhanced gene transfection efficiency
  作者：Bing Wang、Rui-Mo Zhao、Ji Zhang、Yan-Hong Liu、Zheng Huang、Qing-Ying Yu、Xiao-Qi Yu

  DOI：10.1016/j.ejmech.2017.05.038

  日期：2017.8

  synthesized. SAR studies showed that lipids with rigid aromatic linkage could promote the formation of tight liposomes and enhance DNA condensation, which is essential for the gene delivery process. These lipids could give much higher transfection efficiency than those containing more flexible aliphatic linkage in various cell lines. Moreover, the rigid aromatic linkage also affords the material higher serum

  尽管已开发出许多阳离子脂质作为非病毒基因载体，但这些材料的结构活性关系（SAR）仍不清楚，需要进一步研究。在这项工作中，设计并合成了一系列赖氨酸衍生的阳离子脂质，这些脂质包含具有不同刚性的键。SAR研究表明，具有刚性芳香键的脂质可以促进紧密脂质体的形成并增强DNA缩合，这对于基因传递过程至关重要。这些脂质比在各种细胞系中含有更灵活的脂族键的脂质具有更高的转染效率。而且，刚性的芳族键也使该材料具有更高的血清耐受能力。流式细胞仪检测表明目标脂质具有良好的细胞摄取，共聚焦显微镜观察显示，内体逃逸的能力比Lipofectamine 2000弱。为了解决该问题并进一步提高转染效率，人们使用了一些溶溶亲和试剂来改善脂质体的内体逃逸。如预期的那样，通过该策略可以获得比Lipofectamine 2000更高的转染效率。细胞毒性试验表明，这些脂质在各种细胞系中的毒性均低于Lipofectamine 200
• PRODRUGS OF FUSED-BICYCLIC C5aR ANTAGONISTS
  申请人：CHEMOCENTRYX, INC.

  公开号：US20190300526A1

  公开（公告）日：2019-10-03

  The present disclosure provides, inter alia, Compounds of Formulae IA, IB, IC, IIA, IIB and IIC or pharmaceutically acceptable salts thereof that are modulators of the C5a receptor. Also provided are pharmaceutical compositions and methods of use including the treatment of diseases or disorders involving pathologic activation from C5a and non-pharmaceutical applications.

  本公开提供了化合物IA、IB、IC、IIA、IIB和IIC的结构，或其在药学上可接受的盐，这些化合物是C5a受体的调节剂。还提供了包括治疗涉及C5a病理性激活的疾病或疾病的药物组合物和使用方法，以及非药物应用。
• Building Nanowires from Micelles: Hierarchical Self-Assembly of Alternating Amphiphilic Glycopolypeptide Brushes with Pendants of High-Mannose Glycodendron and Oligophenylalanine
  作者：Yijiang Liu、Yufei Zhang、Zheyu Wang、Jue Wang、Kongchang Wei、Guosong Chen、Ming Jiang

  DOI：10.1021/jacs.6b05044

  日期：2016.9.28

  our great attention. TEM studies demonstrated that it is formed via a hierarchical self-assembly, i.e., a series of successive processes, including micellization, micelles alignment forming nanofilament, branching of the nanofilaments by micelles, and finally nanowire formation. As far as we know, such hierarchical self-assembly process with high complexity has not been observed in literature for glycopolypeptides

  模仿自然界中多样的糖缀合物结构一直是科学家的梦想。目前，肽和糖的天然缀合物的分层自组装结构无法通过线性糖多肽与单糖作为附件轻松实现。在这项工作中，通过使用一系列精心设计的交替两亲性糖多肽刷（AAGBs）与糖树突和短肽的悬垂物，实现了各种自组装形态，包括纳米线、纳米带和复合胶束，主要取决于数量比。氨基酸种类 (S/F) 的糖单位。在这些形态中，纳米线引起了我们的极大关注。TEM 研究表明，它是通过分层自组装形成的，即一系列连续过程，包括胶束化、胶束排列形成纳米丝，纳米丝通过胶束分支，最后形成纳米线。据我们所知，这种高度复杂的分层自组装过程在糖多肽甚至多肽的文献中都没有观察到，这将加深我们对天然糖缀合物自组装机制的理解，扩展仿生材料库。