N-Boc-piperazine
(Synonyms: 1-叔丁氧羰基哌嗪) 目录号 : GC39785
N-Boc-piperazine 是一种 PROTAC linker，属于 Alkyl/ether 类。可用于合成 PROTAC PD-1/PD-L1 degrader-1 。
Cas No.:57260-71-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
N-Boc-piperazine is a Alkyl/ether-based PROTAC linker that can be used in the synthesis of PROTAC PD-1/PD-L1 degrader-1 [1].
[1]. Binbin Cheng, et al. Discovery of novel resorcinol diphenyl ether-based PROTAC-like molecules as dual inhibitors and degraders of PD-L1. Eur J Med Chem. 2020;199:112377.
| Cas No. | 57260-71-6 | SDF | |
| 别名 | 1-叔丁氧羰基哌嗪 | ||
| Canonical SMILES | O=C(OC(C)(C)C)N1CCNCC1 | ||
| 分子式 | C9H18N2O2 | 分子量 | 186.25 |
| 溶解度 | Soluble in DMSO | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 5.3691 mL | 26.8456 mL | 53.6913 mL |
| 5 mM | 1.0738 mL | 5.3691 mL | 10.7383 mL |
| 10 mM | 0.5369 mL | 2.6846 mL | 5.3691 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Rhodium-catalyzed anti-Markovnikov hydroamination of vinylarenes
J Am Chem Soc 2003 May 14;125(19):5608-9.PMID:12733880DOI:10.1021/ja0293608.
The transition metal-catalyzed anti-Markovnikov hydroamination of unactivated vinylarenes with a rhodium complex of DPEphos is reported. The reaction of electron-neutral or electron-rich vinylarenes with a variety of secondary amines in the presence of catalyst forms the products from anti-Markovnikov hydroamination in high yields. Reactions of morpholine, N-phenylpiperazine, N-Boc-piperazine, piperidine, 2,5-dimethylmorpholine, and perhydroisoquinoline reacted with styrene to form the amine product in 51-71% yield. Reactions of a variety of vinylarenes with morpholine generated amine as the major product. Reactions of morpholine with electron-poor vinylarenes gave lower amine:enamine ratios than reactions of electron-rich vinylarenes at the same concentration of vinylarene, but conditions were developed with lower concentrations of electron-poor vinylarene to maintain formation of the amine as the major product. Reactions of dimethylamine with vinylarenes were fast and formed amine as the major product. Mechanistic studies on the hydroamination process showed that the amine:enamine ratio was lower for reactions conducted with higher concentrations of vinylarene and that one vinylarene influences the selectivity for reaction of another. A mechanism proceeding through a metallacyclic intermediate that opens in the presence of a second vinylarene accounts for these and other mechanistic observations.
Synthesis of 4-substituted catechols with side-chains of different C[double bond, length as m-dash]C bond number as urushiol analogues and their anticorrosion performance
RSC Adv 2021 May 7;11(28):16955-16961.PMID:35479714DOI:10.1039/d1ra01195b.
4-Substituted catechols with different C[double bond, length as m-dash]C bonds as urushiol analogues were synthesized through the a three-step route including reductive amination reaction of 3,4-dihydroxybenzaldehyde with N-Boc-piperazine, Boc deprotection, and amidation with various fatty acids. Electrochemical polymerization of these analogues on a copper surface afforded robust coatings with desirable adhesive force, hydrophobicity and thermal stability. Cyclic voltammetry and infrared spectroscopic characterizations revealed that the coating formation of urushiol analogues resulted from the electrooxidation-induced radical coupling of phenoxyl radicals with a phenyl ring and the side chain C[double bond, length as m-dash]C bond. The coating of the urushiol analogue bearing only one side chain C[double bond, length as m-dash]C bond exhibited the best performance in copper corrosion inhibition, with an inhibition efficiency of 99.99% and long-term effect (99.9% after 4 weeks of immersion in 3.5 wt% NaCl). The desired performance of these urushiol analogues suggests that they could be of practical applications as an alternative to the resource-limited natural urushiol.
Synthesis of Fibrous Metal Adsorbent with a Piperazinyl-Dithiocarbamate Group by Radiation-Induced Grafting and Its Performance
ACS Omega 2020 Feb 7;5(6):2947-2956.PMID:32095717DOI:10.1021/acsomega.9b03799.
A fibrous grafted metal adsorbent with a piperazinyl-dithiocarbamate (PZ-DTC) group was synthesized by radiation-induced emulsion grafting of glycidyl methacrylate onto a polyethylene-coated polypropylene nonwoven fabric (PE/PP-NF) and subsequent three-step chemical modifications consisting of amination with N-(tert-butoxycarbonyl)piperazine (N-Boc-piperazine, NBPZ), deprotection of the Boc group with HCl, and dithiocarbamation with carbon disulfide (CS2). By using the NBPZ reagent in the amination step, the self-cross-linking of piperazine (PZ) could be completely suppressed, unlike using the PZ reagent. Consequently, the PZ-DTC group density of the fibrous grafted metal adsorbent synthesized through NBPZ attained 2.122 mmol-PZ-DTC/g-adsorbent, which was approximately 6 times higher than that of the metal adsorbent synthesized through PZ. The fibrous grafted metal adsorbent with the PZ-DTC group selectively adsorbed heavy metal ions over light metal ions. Furthermore, it exhibited high adsorption capacity, particularly for Cu2+. The Cu2+ adsorption capacity was determined to be 1.903 mmol-Cu2+/g-adsorbent by a batchwise adsorption test using a single-metal-ion aqueous solution at pH 6. The order of metal ion selectivity of the fibrous grafted metal adsorbent with the PZ-DTC group was Na+ < Mg2+, Ca2+, Co2+, Cd2+ < Pb2+ ≪ Cu2+, and Co2+ ≈ Ni2+ < Zn2+ ≪ Cu2+. In addition, the fibrous grafted metal adsorbent with the PZ-DTC group did not lose its metal adsorption function even under highly alkaline conditions (pH 15). It could recover Cu2+ efficiently and selectively from a high-concentration Na+ aqueous solution at this pH. The Cu2+ adsorption capacity of the fibrous grafted metal adsorbent with the PZ-DTC group was 0.754 mmol-Cu2+/g-adsorbent under a highly alkaline condition, a 10 M NaOH aqueous solution at pH 15. This value was approximately 2.4 times higher than that of the other grafted adsorbent with an amine-type functional group.
Precision synthesis of 3-substituted urushiol analogues and the realization of their urushiol-like performance
RSC Adv 2019 Aug 12;9(43):24904-24914.PMID:35528654DOI:10.1039/c9ra04981a.
Urushiol is a resource-limited natural coating material with diverse applications; however, the synthesis of urushiol analogues and the realization of their urushiol-like performance remain challenging. Herein, four urushiol analogues, namely, 3-((4-alkenoylpiperazin-1-yl)methyl)catechols with the precise 3-substitution pattern on a catechol as that found in urushiol were synthesized by employing the Mannich reaction of catechol with formaldehyde and N-Boc-piperazine as the key step in a two-step route. By using optimization, the advantages of convenience in operation, cost-effectiveness, and scalability could be obtained. The electropolymerization of these analogues on copper was found to be practical due to their higher aerobic stability than urushiol, affording robust coatings with desirable hardness, adhesion strength, hydrophobicity, and thermal stability. Furthermore, the coatings exhibited effective corrosion protection on copper with initial anticorrosion efficiency up to 99.9% and comparatively higher efficiency (more than 97%) after 4 weeks of immersion in 3.5 wt% NaCl solution. The evidence from the electrochemical and infrared spectroscopic characterization data revealed that the electropolymerization process mechanically involved the free radical coupling of phenoxyl radicals to themselves and to the C[double bond, length as m-dash]C bonds in the side chain, forming a robust crosslinking coating. This work paves a way for the synthesis of high-performance urushiol analogues with potential applications as metal protection materials.
Progress in arylpiperazine synthesis by the catalytic amination reaction
Bioorg Med Chem 2002 Dec;10(12):4023-7.PMID:12413854DOI:10.1016/s0968-0896(02)00303-6.
Careful base and solvent optimization for catalytic amination is described. A Pd-catalyzed amination between some arylbromide and unprotected piperazine (1equiv) was efficiently carried out with Pd/BINAP catalyst in a toluene-DBU solvent system, which is useful for the one-pot preparation of unsymmetrical piperazine through amination and in-situ N-protection. Reaction with N-Boc-piperazine was also successful in toluene-DBU or more polar NMP with Cs(2)CO(3) as a key base. No reports have previously reported such solvent and base optimization in arylpiperazine synthesis.