927-74-2Relevant articles and documents
Vanadium-Catalyzed Oxidative Debenzylation of O-Benzyl Ethers at ppm Level
Urgoitia, Garazi,SanMartin, Raul,Herrero, María Teresa,Domínguez, Esther
, p. 3307 - 3312 (2016/10/21)
An advantageous methodology for the oxidative debenzylation of ethers has been developed. Very low amounts of a catalyst system based on vanadyl acetylacetonate and a triazole type pincer ligand allow the selective oxidative cleavage of a number of O-benzyl ethers in the presence of oxygen as the sole oxidant. The methodology tolerates a number of functional groups such as halo-, alkoxy-, or trifluoromethylarenes, alkyne, alkene, ether, and acetal units. Large-scale deprotections can be also carried out by the optimized procedure, which is amenable to enantioenriched reactants as well. (Figure presented.).
Syntheses and biological evaluation of 1,2,3-triazole and 1,3,4-oxadiazole derivatives of imatinib
Li, Yong-Tao,Wang, Jing-Han,Pan, Cheng-Wen,Meng, Fan-Fei,Chu, Xiao-Qian,Ding, Ya-Hui,Qu, Wen-Zheng,Li, Hui-Ying,Yang, Cheng,Zhang, Quan,Bai, Cui-Gai,Chen, Yue
, p. 1419 - 1427 (2016/02/19)
Three novel series of 1,2,3-triazole and 1,3,4-oxadiazole derivatives of imatinib were prepared and evaluated in vitro for their cytostatic effects against a human chronic myeloid leukemia (K562), acute myeloid leukemia (HL60), and human leukemia stem-like cell line (KG1a). The structure-activity relationship was analyzed by determining the inhibitory rate of each imatinib analog. Benzene and piperazine rings were necessary groups in these compounds for maintaining inhibitory activities against the K562 and HL60 cell lines. Introducing a trifluoromethyl group significantly enhanced the potency of the compounds against these two cell lines. Surprisingly, some compounds showed significant inhibitory activities against KG1a cells without inhibiting common leukemia cell lines (K562 and HL60). These findings suggest that these compounds are able to inhibit leukemia stem-like cells.
Zinc triflate: A mild and efficient catalyst for deprotection of tetrahydropyranyl ethers
Srinivasulu,Satyanarayana,Ravi Kumar
, p. 2419 - 2422 (2014/03/21)
Treatment of tetrahydropyranyl (THP) ethers with zinc triflate in methanol provides a simple and efficient process for deprotection of these ethers and the parent alcohols are obtained in excellent yields.
Simple and efficient method for deprotection of tetrahydropyranyl ethers by using Silica supported sodium hydrogen sulphate
Kumar, K. Ravi,Satyanarayana,Reddy, B. Srinivasa
experimental part, p. 1189 - 1191 (2012/07/27)
Tetrahydropyranyl (THP) ethers have been efficiently and simply deprotected by using Silica supported sodium hydrogen sulphate (NaHSO4-SiO 2) in methanol at room temperature to regenerate the parent alcohols in high yields. Tetrahydropyranyl (THP) ethers have been efficiently and simply deprotected by using silica supported sodium hydrogen sulphate (NaHSO 4-SiO2) in methanol at room temperature to regenerate the parent alcohols in high yields.
Preference of β-lactam formation in Cu(I)-catalyzed intramolecular coupling of amides with vinyl bromides
Zhao, Qiwu,Li, Chaozhong
supporting information; experimental part, p. 4037 - 4040 (2009/05/27)
(Chemical Equation Presented) A general and highly efficient synthesis of 4-alkylidene-2-azetidinones was achieved by the Cu(I)-catalyzed intramolecular C-N coupling of amides with vinyl bromides. This 4-exo ring closure was found to be fundamentally preferred over other modes (5-exo, 6-exo, and 6-endo) of cyclization under copper catalysis. Tandem C-N bond formation was then successfully developed to allow the convenient generation of medium-sized lactams.
Chemoselective TBS deprotection of primary alcohols by means of pyridinium tribromide (Py·Br3) in MeOH
Martinez-Solorio, Dionicio,Jennings, Michael P.
, p. 5175 - 5178 (2008/12/20)
A catalytic amount of pyridinium tribromide (Py·Br3) in MeOH chemoselectively deprotects primary TBS ethers in the presence of a variety of other protecting and common functional groups in modest to excellent yields when performed at 0 °C.
A simple, efficient and highly selective deprotection of t-butyldimethylsilyl (TBDMS) ethers using silica supported sodium hydrogen sulfate as a heterogeneous catalyst
Das, Biswanath,Reddy, K. Ravinder,Thirupathi
, p. 5855 - 5857 (2007/10/03)
t-Butyldimethylsilyl (TBDMS) ethers have been efficiently and selectively deprotected using silica supported sodium hydrogen sulfate (NaHSO4·SiO2) as a heterogeneous catalyst at room temperature to regenerate the parent alcohols in high yields.
Picolinyl group as an efficient alcohol protecting group: Cleavage with Zn(OAc)2·2H2O under a neutral condition
Ju, Yuel Baek,Shin, Yong-Joo,Heung, Bae Jeon,Kwan, Soo Kim
, p. 5143 - 5147 (2007/10/03)
As an efficient alcohol protecting group, picolinates (Pic), prepared from the corresponding alcohols using commercial picolinoyl chloride, are readily cleaved by Zn(OAc)2 or Cu(OAc)2, even in the presence of other common alcohol protecting groups. Moreover, the picolinyl group at C-2 position in carbohydrates can be selectively cleaved to give methyl 4,6-O-benzylidene-3-O-picolinyl-α-d-glucopyranoside and 3-O-picolinyl methyl-4,6-O-benzylidene-α-d-galactopyranoside in good yields.
Study of the regioselectivity in the hydrotelluration of hydroxy alkynes
Stefani, Hélio A.,Cardoso, Lincoln D. G.,Valduga, Claudéte J.,Zeni, Gilson
, p. 167 - 172 (2007/10/03)
Vinylic tellurides were synthesized by the addition of organotellurols to acetylenic alcohols and the regioselectivity of the reaction was evaluated.
