10477-99-3

Upstream product

• 99-34-3 3,5-dinitrobenzoic acid 
• 67-63-0 isopropyl alcohol 
• 99-33-2 3,5-dinitrobenoyl chloride 
• 108-20-3 di-isopropyl ether 

Downstream Products

• 367970-23-8 C₇₄H₈₂N₂O₁₄Si₄ 
• 345205-42-7 isopropyl 3,5-diaminobenzoate 

Relevant academic research and scientific papers

Fluorous Mitsunobu reagents and reactions

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.

Na2CO3/SOCl2: A mild and convenient reagent for the preparation of isopropyl carboxylates

Na2CO3/SOCl2 has been used for esterification of aliphatic and aromatic acids with isopropanol. This esterification method is compatible with a wide assortment of functional groups.

Efficient microwave-assisted esterification reaction employing methanesulfonic acid supported on alumina as catalyst

A rapid and efficient protocol assisted by microwave irradiation for the synthesis of esters using methanesulfonic acid (CH3SO3H) supported on Al2O3 (AMA) as catalyst and free of solvent is described. The products were obtained in good yields and purity, with reduced reaction time, and the process is simple and environmentally benign. Copyright

Separation tagging with cyclodextrin-binding groups: Mitsunobu reactions with bis-(2-(1-adamantyl)ethyl) azodicarboxylate (BadEAD) and bis-(1-adamantylmethyl) azodicarboxylate (BadMAD)

A new method for separation tagging with cyclodextrin-binding groups is introduced and is exemplified in the context of the Mitsunobu reaction with adamantyl tags. HPLC experiments showed that molecules containing adamantyl groups were especially well retained on Sumichiral OA7500 β-methylated cyclodextrin bonded silica columns relative to many other types of molecules. Two new Mitsunobu reagents, bis-(1-adamantylmethyl) azodicarboxylate (BadMAD) and bis-(2-(1-adamantyl)ethyl) azodicarboxylate (BadEAD), were prepared, used in typical Mitsunobu reactions and separated with both β-methylated cyclodextrin bonded silica and standard silica.

Heterocycles in organic materials chemistry. Synthesis of di-, tri-, and tetraimide polycarboxylic acids for use in organic network assembly

Seven linear divalent monomers, three bent divalent amide-containing monomers, 11 bent divalent ester-containing monomers, one planar trivalent monomer, and two tetrahedral tetravalent monomers were prepared by imide-forming condensation of the appropriat

REAGENTS AND SYNTHETIC METHODS 28. MODIFIED PROCEDURES FOR ANHYDRIZATION, ESTERIFICATION AND THIOLESTERIFICATION OF CARBOXYLIC ACIDS BY MEANS OF AVAILABLE PHOSPHORUS REAGENTS.

Carboxylic acid anhydrides, esters and thiol esters are obtained by a one-pot method from carboxylic acids and alcohols or thiol by means of phosphorus oxychloride or phenyl dichlorophosphoridate reagents.

Esterification of Aromatic Carboxylic Acids with Alcohols Using 2-Chloro-3,5-dinitropyridine as a Condensing Agent

The reaction of 2-chloro-3,5-dinitropyridine (CDNP) with carboxylic acids and alcohols was examined, and it was found that CDNP was a useful condensing agent.Various esters were prepared in good yields.

Esterification of Carboxylic Acids by Alcohols with 2-Chloro-1,3,5-trinitrobenzene as Condensing Agent

When mixtures of carboxylic acids or their sodium salts and alcohols were treatment with 2-chloro-1,3,5-trinitrobenzene in the presence of pyridine under mild conditions, the corresponding carboxylic esters were formed.The yields and the rates of the ester formation depended on the types of the acids and the alcohols used.