1,1'-(Azodicarbonyl)dipiperidine
(Synonyms: 偶氮二甲酰二哌啶) 目录号 : GC46365
A Mitsunobu reagent
Cas No.:10465-81-3
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
1,1'-(Azodicarbonyl)dipiperidine (ADDP) is a reagent commonly used in the Mitsunobu reaction for the condensation of an alcohol and an acidic compound.1,2 It has been used as a reagent in the synthesis of G protein-coupled receptor 120 (GPR120) agonists with antidiabetic activity and peroxisome proliferator-activated receptor α (PPARα), PPARγ, and PPARδ triple agonists.3,4
1.Tsunoda, T., Yamamiya, Y., and ItÔ, S.1,1′-(Azodicarbonyl)dipiperidine-tributylphosphine, a new reagent system for Mitsunobu reactionTetrahedron Lett.34(10)1639-1642(1993) 2.Hirose, D., Gazvoda, M., Košmrlj, J., et al.Systematic evaluation of 2-arylazocarboxylates and 2-arylazocarboxamides as Mitsunobu reagentsJ. Org. Chem.83(8)4712-4729(2018) 3.Zhang, X., Cai, C., Winters, M., et al.Design, synthesis and SAR of a novel series of heterocyclic phenylpropanoic acids as GPR120 agonistsBioorg. Med. Chem. Lett.27(15)3272-3278(2017) 4.Mogensen, J.P., Jeppesen, L., Bury, P.S., et al.Design and synthesis of novel PPARα/γ/δ triple activators using a known PPARα/γ dual activator as structural templateBioorg. Med. Chem. Lett.13(2)257-260(2003)
| Cas No. | 10465-81-3 | SDF | |
| 别名 | 偶氮二甲酰二哌啶 | ||
| Canonical SMILES | O=C(/N=N/C(N1CCCCC1)=O)N2CCCCC2 | ||
| 分子式 | C12H20N4O2 | 分子量 | 252.3 |
| 溶解度 | DMF: 10 mg/ml,DMF:PBS (pH 7.2) (1:5): 0.16 mg/ml,Ethanol: 1 mg/ml | 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 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 3.9635 mL | 19.8177 mL | 39.6354 mL |
| 5 mM | 0.7927 mL | 3.9635 mL | 7.9271 mL |
| 10 mM | 0.3964 mL | 1.9818 mL | 3.9635 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。
Application of Mitsunobu reagents to redox isomerization of CF3-containing propargylic alcohols to (E)-α,β-enones
J Org Chem 2011 Mar 18;76(6):1957-60.PMID:21341814DOI:10.1021/jo102503s.
Isomerization of CF(3)-containing secondary propargylic alcohols proceeds with excellent E selectivity by treatment with Mitsunobu reagents, tris(p-methoxyphenyl)phosphine (TMPP), and 1,1'-(Azodicarbonyl)dipiperidine (ADDP) in the presence of phenol.
Syntheses of novel 4-tert-alkyl ether proline-based 16- and 17-membered macrocyclic compounds
J Org Chem 2002 Apr 19;67(8):2730-3.PMID:11950331DOI:10.1021/jo020075g.
Starting from N-Cbz-4-hydroxyproline methyl ester 1, a boron trifluoride-diethyl etherate-catalyzed reaction provided 4-tert-alkyl ether proline 4. Two deprotections and amide bond formations furnished the phenol alcohol 2. The macrocyclization of 2 was accomplished through a Mitsunobu reaction using triphenylphosphine and 1,1'-(Azodicarbonyl)dipiperidine (ADDP), to afford novel 16- and 17-membered proline-based macrocyclic compounds of type 3.