54619-90-8Relevant academic research and scientific papers
Synthesis of arrays using low molecular weight MPEG-assisted mitsunobu reaction
Figlus, Marek,Wellaway, Natalie,Cooper, Anthony W. J.,Sollis, Steven L.,Hartley, Richard C.
scheme or table, p. 280 - 285 (2011/06/25)
Triphenylphosphine tagged with a short poly(ethyleneglycol)-ω- monomethyl ether chain (light MPEG, 10-16 ethylenoxy units, MTPP-G2) and an MPEG-tagged version of diethyl azodicarboxylate (MDEAD) have been used to prepare a 20 member library of esters, ethers, and sulfonamides, with cLogP?s in the range of 1.4-5.7 on a 0.1 mmol scale. Removal of MPEG-tagged side products was achieved by MPEG-assisted solid-phase extraction (MSPE) on prepacked silica columns to give the products in good yield and high purity.
Low molecular weight MPEG-assisted organic synthesis
Figlus, Marek,Tarruella, Albert C.,Messer, Anastasia,Sollis, Steven L.,Hartley, Richard C.
supporting information; experimental part, p. 4405 - 4407 (2010/09/15)
A toolkit of low molecular weight MPEG-supported coupling agents ( MIIDQ, MEDCI), reagents for the Mitsunobu reaction ( MDEAD, MTPP), an alternative to diazomethane, and scavengers can be used in the solution-phase synthesis of amides, esters and ureas and are easily removed after use by solid-phase extraction (MSPE) using normal silica.
FUNCTIONALIZED POLYMERS USING PROTECTED THIOLS
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Page/Page column 15; 32-33, (2009/05/28)
A process for the preparation of functional molecules using the thiol-ene coupling reaction and a process for the preparation of protected functional thiols, specifically thioesters is provided. The methods may be used to make functional polymers and other molecules. The method of making a functionalized polymer using a thiol-ene reaction comprises: providing a functionalized thioester having the following formula: (I) wherein R is a functional group and COR' is a protecting group; cleaving the functionalized thioester, forming a functional thiol and an acyl group; providing a polymer having a pendant vinyl group; and reacting the polymer with the functional thiol whereby a functionalized polymer is formed, wherein the functional thiol is not isolated prior to reacting with the polymer.
Fluorous Mitsunobu reagents and reactions
Dandapani, Sivaraman,Curran, Dennis P.
, p. 3855 - 3864 (2007/10/03)
A fully fluorous Mitsunobu reaction procedure is introduced. This employs both existing [(C6F13CH2CH2C6H 4)2PPh] and new [C8F17CH2CH2C6H 4PPh2] fluorous phosphines and a new fluorous azodicarboxylate (C6F13CH2CH2OC(O)N=NCOOCH 2CH2C6F13). A procedure involving parallel reactions with representative nucleophiles and alcohols under typical Mitsunobu conditions in THF followed by rapid solid phase extraction (spe) over fluorous silica provides clean products in excellent yields. The fluorous fraction containing the oxidized phosphine oxide and the reduced hydrazide can be readily separated and the starting reagents can be regenerated by appropriate redox reactions in high yield for reuse.
