22122-18-5Relevant articles and documents
Synthesis and anti-HIV activities of phosphate triester derivatives of 3′-fluoro-2′,3′-dideoxythymidine and 3′-azido-2′,3′-dideoxythymidine
Agarwal, Hitesh K.,Doncel, Gustavo F.,Parang, Keykavous
, p. 4905 - 4907 (2008)
Fatty acyl-glycol phosphate triester conjugates of 3′-fluoro-2′,3′-dideoxythymidine (FLT) were prepared in three steps from the reaction of diisopropylphoramidous dichloride with fatty acyl-substituted glycols, followed by a coupling reaction with FLT and oxidation with tert-butyl hydroperoxide (t-BuOOH). Additionally, a number of fatty alcohols were reacted with diisopropylphoramidous dichloride to produce the phosphitylating intermediates, which underwent coupling reactions with 3′-azido-2′,3′-dideoxythymidine (AZT) and FLT followed by oxidation with t-BuOOH to yield fatty alcohol phosphate triester derivatives of AZT and FLT.
Rapid transesterification of aliphatic and aromatic esters using sodium bis(ethylenedioxy)borate-a mild catalyst
Ramasubramanian,Gopi, Sreeraj,Matharasi, D. Priya,Narasimhan
experimental part, p. 3660 - 3662 (2012/01/30)
A simple, selective transesterification of aliphatic and aromatic esters using a mild base sodium bis(ethylenedioxy)borate is described. The transesterification reactions were performed both in microwave and ultrasonication. Aromatic compounds forms diesters of ethylene glycol while aliphatic compounds forms only monoesters. The IR, MS and NMR characterization are given. In this work, an environmentally benign process for the production of biodiesel from oils using heterogeneous catalyst was developed. Mild borate catalyst was adopted for the production of biodiesel. A study for optimizing the reaction conditions such as the reaction time, the reaction condition, the use of co-solvent and the amount of catalyst, was performed.
Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water
Panchan, Waraporn,Chiampanichayakul, Supanimit,Snyder, Deanna L.,Yodbuntung, Siriporn,Pohmakotr, Manat,Reutrakul, Vichai,Jaipetch, Thaworn,Kuhakarn, Chutima
experimental part, p. 2732 - 2735 (2010/05/17)
The combination of (diacetoxy)iodobenzene (PhI(OAc)2, DIB) and lithium bromide (LiBr) efficiently oxidized cyclic and acyclic acetals to the corresponding hydroxyalkyl carboxylic esters and simple esters in good to excellent yields. The merits of this reaction are that it employs commercially available and non-explosive hypervalent iodine(III) reagent, water as the solvent, a short reaction time, and mild reaction conditions.
2-Iodoxybenzoic acid/tetraethylammonium bromide/water: An efficient combination for oxidative cleavage of acetals
Kuhakarn, Chutima,Panchan, Waraporn,Chiampanichayakul, Supanimit,Samakkanad, Natthapol,Pohmakotr, Manat,Reutrakul, Vichai,Jaipetch, Thaworn
experimental part, p. 929 - 934 (2009/10/14)
A simple and efficient procedure has been developed for the oxidation of cyclic and acyclic acetals to the corresponding hydroxyalkyl carboxylic esters and simple esters, respectively. 2-Iodoxybenzoic acid (IBX) in the presence of tetraethylammonium bromide was employed for the reaction in aqueous media. The salient features of the protocol include short reaction time, environmentally benign reagents and solvent, and moderate to high yields. Georg Thieme Verlag Stuttgart.
Combinatorial synthesis of PEG oligomer libraries
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Page/Page column 11, (2010/02/15)
A simple chain-extending approach was established for the scale-up of the monoprotected monodisperse PEG diol materials. Reactions of THP-(OCH2CH2)n—OMs (n=4, 8, 12) with a large excess of commercially available H—(OCH2CH2)n—OH (n=1-4) under basic conditions led to THP-(OCH2CH2)n—OH (n=5-15). Similarly, Me-(OCH2CH2)n—OH (n=4-11, 13) were prepared from Me-(OCH2CH2)n—OMs (n=3, 7, 11). For the chain elongation steps, 40-80% yields were achieved through extraction purification. PEG oligomer libraries I and II were generated in 50-95% overall yields by alkylation or acylation of THP-(OCH2CH2)n—OH (n=1-15) followed by deprotection. Alkylation of Me-(OCH2CH2)n—OH (n=1-11, 13) with X—(CH2)m—CO2R (X=Br or OMs) and subsequent hydrolysis led to PEG oligomer library III in 30-60% overall yields. Combinatorial purification techniques were adapted to the larger-scale library synthesis. A total of 498 compounds, each with a weight of 2-5 g and a minimum purity of 90%, were synthesized.
