75573-62-5

Upstream product

• 103-82-2 phenylacetic acid 
• 115-20-8 1,1,1-trichloroethanol 
• 103-80-0 phenylacetyl chloride 
• 1318766-84-5 C₁₁H₈Cl₆N₂O₆ 
• 6921-34-2 benzylmagnesium chloride 

Downstream Products

• 103-82-2 phenylacetic acid 
• 1255911-47-7 phenylacetic acid 2-deuterio-2,2-dichloroethyl ester 

Relevant academic research and scientific papers

Metal-Free C-H Functionalization of Alkanes by Aryldiazoacetates

Thermally induced reactions of donor/acceptor diazo compounds generate carbene intermediates capable of C-H functionalization reactions of alkanes. A variety of C-H insertion products were obtained in moderate to good yields and in certain cases with good site selectivity, favoring the functionalization of the more highly substituted C-H bond.

Enzymes in Organic Synthesis. 4. Investigation of the Pancreatin-Catalyzed Acylation of cis-Cyclopent-2-ene-1,4-diol with Various Trichloroethyl and Vinyl Alkanoates

During the pancreatin-catalyzed acetylation of the meso-diol 1 with 2,2,2-trichloroethyl acetate (2a) in tetrahydrofuran/triethylamine, the enantiomeric monoacetates 3a and ent-3a are formed at nearly equal rates. ent-3a is rapidly acetylated in a second enzyme-catalyzed step, forming 4a, whereas 3a resists further enzymatic acetylation.Thus, the monoacetate 3a can be obtained in 48 percent yield with an enantiomeric excess (e.e.) of more than 99 percent. 2,2,2-Trichloroethyl propanoate and butanoate give the corresponding monoacylation products even in slightly better yields, whereas the octanoate affords the monoacylation product with a lower enantiomeric excess. 2,2,2-Trichloroethyl monochloroacetate provides the monoacylation product in a 40 percent yield with an e.e. of 90 percent.The dichloroacetate, however, affords the diacylation product exclusively in an enzyme-independent chemical reaction.With the 2,2,2-trichloroethyl esters of isobutyric, phenylacetic, and benzoic acid no transesterification could be achieved within 24 hours.The application of vinyl acetate, however, represents a significant improvement in the synthesis of enantiomerically pure monoacetate 3a from meso-diol 1.

S,S'-Bis(1-phenyl-1H-tetrazol-5-yl) Dithiocarbonate: A New Esterification Reagent

S,S'-Bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate is a useful reagent for the esterification of carboxylic acids with alcohols, including lactonization.The reagent is conveniently prepared in good yield from 1-phenyl-5-thioxo-4,5-dihydro-1H-tetrazole and trichloromethyl chloroformate (trichloromethyl carbonochloridate) in ethyl acetate in the presence of triethylamine.Its structure was confirmed by (13)C-NMR spectrometry and single-crystal X-ray analysis.

A New and Effective Synthetic Method for the Preparation of the Esters, Peptides, and Lactones Using 3-(5-Nitro-2-oxo-1,2-dihydro-1-pyridyl)-1,2-benzisothiazole 1,1-Dioxide. Synthesis of (+/-)-E-Dodecen-11-olide, Recifeiolide

3-(5-nitro-2-oxo-1,2-dihydro-1-pyridyl)-1,2-benzisothiazole 1,1-dioxide (BID-NPy), readily prepared from 3-chloro-1,2-benzisothiazole 1,1-dioxide and 5-nitro-2-pyridone, proved to be a very useful condensing reagent.A variety of esters, dipeptides, and lactones were obtained in excellent yields.Furthemore, BID-NPy was successfully employed for the lactonization step in a new synthesis of a naturally occuring (+/-)-(E)-8-dodecen-11-olide, recifeiolide.

3-(5-NITRO-2-PYRIDON-1-YL)-1,2-BENZOISOTHIAZOLE 1,1-DIOXIDE (BID-NPy) AS A NEW EFFECTIVE CONDENSING REAGENT

3-(5-Nitro-2-pyridon-1-yl)-1,2-benzoisothiazole 1,1-dioxide (BID-NPy) was found to be a useful condensing reagent.Various dipeptides and esters were prepared in good yields using this reagent.