A new synthetic route of 32780-06-6

Here is just a brief introduction to this compound(32780-06-6)SDS of cas: 32780-06-6, more information about the compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one) is in the article, you can click the link below.

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 32780-06-6, is researched, SMILESS is O=C1O[C@H](CO)CC1, Molecular C5H8O3Journal, Heterocycles called A facile entry to bicyclic systems from L-glutamic acid, Author is Frieman, Bryan A.; Bock, Charles W.; Bhat, Krishna L., the main research direction is pyrrole fused pyrrolidinone furanone nonracemic preparation; facile entry bicyclic system glutamic acid; cycloaddition TosMIC alpha beta unsaturated cyclic amide lactam; calculated mol structure intermediate product synthesis density functional theory.SDS of cas: 32780-06-6.

Nonracemic pyrrole-fused pyrrolidinone I (X = BocN; Boc = tert-butoxycarbonyl) and furanone I (X = O) were prepared in seven steps from L-glutamic acid. The key step in the preparation of I (X = BocN, O) was the construction of the pyrrole rings in a single step through cycloadditions of tosylmethyl isocyanide (TosMIC) with the nonracemic cyclic α,β-unsaturated lactam and lactone II (X = BocN, O). E.g., II (X = BocN) was prepared in six steps from L-glutamic acid by cyclocondensation in water followed by treatment with thionyl chloride in methanol to yield a nonracemic oxopyrrolidinylcarboxylate ester which was reduced to give a nonracemic oxopyrrolidinylmethanol. E.g., the nonracemic oxopyrrolidinylmethanol was silylated with tert-butyldimethylsilyl chloride and N-protected with Boc anhydride; the protected oxopyrrolidinylmethanol was deprotonated with LDA and selenylated with phenylselenyl chloride to give an intermediate which underwent elimination upon treatment with hydrogen peroxide in the presence of DMAP. E.g., addition of a solution of II (X = BocN) in DMSO/ether to a solution of TosMIC and sodium hydride in DMSO/ether and stirring for 2 h gave I (X = BocN) in 97% yield. The structures of reaction intermediates and final products were investigated using d. functional theory calculations

Here is just a brief introduction to this compound(32780-06-6)SDS of cas: 32780-06-6, more information about the compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one) is in the article, you can click the link below.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI