225541
偶氮二甲酸二异丙酯
98%
别名:
DIAD, 偶氮二甲酸二异丙酯
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关于此项目
线性分子式:
(CH3)2CHOOCN=NCOOCH(CH3)2
化学文摘社编号:
分子量:
202.21
Beilstein:
1912326
MDL编号:
UNSPSC代码:
12352302
PubChem化学物质编号:
NACRES:
NA.22
一般描述
与二氧磷杂环己烷和铁催化剂反应，生成重排的鏻叶立德产物。
应用
作为反应物用于制备：
- 苯并哌喃，类似于传统的大麻素
- 丙型肝炎病毒NS5B聚合酶的MK-3281抑制剂
- 降冰片烯类富含胍聚合物,作为细胞穿透肽（CPP）的模拟物
- 铜绿假单胞菌群体感应分子N-(3-氧化十二烷酰基)-L-同型丝氨酸内酯的类似物,具有免疫抑制作用,但无LasR诱导特性
- 染料敏化太阳能电池的受体-供体-受体有机染料
- 1,3-二恶烷-2-羧酸衍生物，作为PPARα/γ双重激动剂
- 通过Morrison-Brunn-Huisgen甜菜碱的Mitsunobu和Arbuzov型多组分反应制备肼基膦酸盐和肼基二膦酸盐
偶氮二甲酸二异丙酯(DIAD)在有机合成中常用于制备有用的化学中间体。常用于光延(Mitsunobu)和氮杂Baylis-Hillman反应。DIAD也可用作N-苯甲基的选择性脱保护剂。
警示用语：
Warning
危险分类
Aquatic Chronic 2 - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
10 - Combustible liquids
WGK
WGK 2
闪点(°F)
222.8 °F
闪点(°C)
106 °C
个人防护装备
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Marcelle L Ferguson et al.
Journal of the American Chemical Society, 128(14), 4576-4577 (2006-04-06)
Allylic phosphonium ylides are readily generated by the combination of an allylic alcohol, a carbene, and a chlorophosphite. Here we demonstrate that these intermediates undergo a thermal [3,3]-rearrangement to provide single isomers of homoallylic phosphonates in good to excellent yields.
Zhi-Huang Qiu et al.
The Annals of thoracic surgery, 110(3), 925-932 (2020-01-29)
The efficacy of hemiarch replacement combined with a modified triple-branched stent graft in Debakey type I aortic dissection remains to be confirmed. From January 2016 to December 2017, 167 patients with acute Debakey type I aortic dissection underwent hemiarch replacement
Improved procedure for the selective N-debenzylation of benzylamines by diisopropyl azodicarboxylate
Kroutil J, et al.
Synthesis, 2004(03), 446-450 (2004)
An investigation of the Mitsunobu reaction in the preparation of peptide oxazolines, thiazolines, and aziridines
Wipf P and Miller CP
Tetrahedron Letters, 33(42), 6267-6270 (1992)
Eun-Hye Kim et al.
International journal of molecular sciences, 21(10) (2020-05-28)
Cancer immunotherapy has been revolutionized by the development of monoclonal antibodies (mAbs) that inhibit interactions between immune checkpoint molecules, such as programmed cell-death 1 (PD-1), and its ligand PD-L1. However, mAb-based drugs have some drawbacks, including poor tumor penetration and
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