A convergent asymmetric synthesis of (2S, 3R, 4S, 12'R)-3-hydroxy-2-hydroxymethyl- 4-(12' -methyloctadecyl)-N-(p-tolylsulfonyl)-azetidine, a key precursor of penazetidine A, has been achieved by starting from ...A convergent asymmetric synthesis of (2S, 3R, 4S, 12'R)-3-hydroxy-2-hydroxymethyl- 4-(12' -methyloctadecyl)-N-(p-tolylsulfonyl)-azetidine, a key precursor of penazetidine A, has been achieved by starting from divinylcarbinol.展开更多
At the B3PW91/6-311+G(d,p)//MP2/6-311+G(d,p)level,molecular densities,detonation velocities,and detonation pressures of nitroso substituted derivatives of azetidine with their thermal stabilities were investigated to ...At the B3PW91/6-311+G(d,p)//MP2/6-311+G(d,p)level,molecular densities,detonation velocities,and detonation pressures of nitroso substituted derivatives of azetidine with their thermal stabilities were investigated to look for high energy density compounds(HEDCs).It was found that the azetidine derivatives had high heat of formation(HOF)and large bond dissociation energy(BDE).Intramolecular hydrogen bonds were located in three molecules(1,4,and 5),and the molecular stability were improved markedly as well.For 5 and 6,the detonation performances(D=9.36km/s and 10.80km/s,P=44.42GPa and 60.70GPa,respectively)meet requirements as high energy density compounds.This work may provide basic information for further study of title compounds.展开更多
The cyclization reaction of D-aspartic acid was studied, the carboxyl groups of D-aspartic acid were protected by benzyl alcohol to give compound D-dibenzyl aspartate. Then （4R）-benzyl azetidine-2-one-4-carboxylate ...The cyclization reaction of D-aspartic acid was studied, the carboxyl groups of D-aspartic acid were protected by benzyl alcohol to give compound D-dibenzyl aspartate. Then （4R）-benzyl azetidine-2-one-4-carboxylate and meso-3,6-disubstituted piperazine-2,5-diones were synthesized via intramolecular cyclization and intermolecular cycfization of D-dibenzyl aspartate, respectively, and their structures were confirmed by ^1 H NMR and MS. Both cyclization reaction conditions were also investigated in detail.展开更多
文摘A convergent asymmetric synthesis of (2S, 3R, 4S, 12'R)-3-hydroxy-2-hydroxymethyl- 4-(12' -methyloctadecyl)-N-(p-tolylsulfonyl)-azetidine, a key precursor of penazetidine A, has been achieved by starting from divinylcarbinol.
基金supported by the Natural Science Foundation of Guizhou Province(Nos.QKHPTRC[2018]5778-09 and QKHJC[2020]1Y038)the Natural Science Foundation of Guizhou Education University(Nos.14BS017 and 2019ZD001).
文摘At the B3PW91/6-311+G(d,p)//MP2/6-311+G(d,p)level,molecular densities,detonation velocities,and detonation pressures of nitroso substituted derivatives of azetidine with their thermal stabilities were investigated to look for high energy density compounds(HEDCs).It was found that the azetidine derivatives had high heat of formation(HOF)and large bond dissociation energy(BDE).Intramolecular hydrogen bonds were located in three molecules(1,4,and 5),and the molecular stability were improved markedly as well.For 5 and 6,the detonation performances(D=9.36km/s and 10.80km/s,P=44.42GPa and 60.70GPa,respectively)meet requirements as high energy density compounds.This work may provide basic information for further study of title compounds.
基金This work is supported by the National Natural Science Foundation of China （No. 20442004 10576002）.
文摘The cyclization reaction of D-aspartic acid was studied, the carboxyl groups of D-aspartic acid were protected by benzyl alcohol to give compound D-dibenzyl aspartate. Then （4R）-benzyl azetidine-2-one-4-carboxylate and meso-3,6-disubstituted piperazine-2,5-diones were synthesized via intramolecular cyclization and intermolecular cycfization of D-dibenzyl aspartate, respectively, and their structures were confirmed by ^1 H NMR and MS. Both cyclization reaction conditions were also investigated in detail.
