Stereoselective synthesis and rearrangement-fragmentation of arylidene N-alkoxydiketopiperazines.
نویسندگان
چکیده
A stereoselective synthesis of arylidene N-alkoxydiketopiperazines via oxime-ether formation and intramolecular acylation is described, followed by an acid-catalysed rearrangement-fragmentation to give novel diketopiperazine hemiaminal derivatives with useful bioactivity against certain tumour cell lines.
منابع مشابه
Synthesis, Characterization and Study of In Vitro Antimicrobial Activity of Some Substituted N'-[Arylidene]-2-(5-Phenyl-1H- Tetrazol-1-yl) Acetohydrazide
Reaction of 5-phenyl tetrazole with ethyl chloroacetate to form ethyl (5-phenyl-1H-tetrazol-1-yl) acetate (1). Compound 1 react with hydrazine hydrate in ethanol yield 2-(5-phenyl-1H-tetrazol-1-yl) acetohydrazide (2). The condensation of (2) with various aldehydes yield the corresponding substituted N'-[-arylidene]-2-(5-phenyl-1H-tetrazol-1-yl) acetohydrazide (3a- j). Th...
متن کاملSTEREOSELECTIVE SYNTHESIS OF METHYL TETRA-0-METHYL a-AND P-D-GLUCO-AND MANNOPYRANOSIDES
Methyl tetra - 0-methyl- ?-D- glucopyranoside is stereoselectively prepared from tetramethyl-D- glucopyranose by using (MeI+NaH) in toluene (86%) or cyclohexane (85%), while its ?- isomer is best synthesized in hexamethyl phosphoramide (64%). Similarly, methyl tetra-o-methyl-?- D-mannopyranoside is synthesized in cyclohexane (80%), while its ?- isomer is predominantly prepared by (MeI+n-Bu...
متن کاملTotal synthesis of capsanthin and capsorubin using Lewis acid-promoted regio- and stereoselective rearrangement of tetrasubsutituted epoxides.
The synthesis of capsanthin 1 and capsorubin 2 was accomplished via the C(15)-cyclopentyl ketone 6 prepared by Lewis acid-promoted regio- and stereoselective rearrangement of the epoxy dienal 5.
متن کاملSynthesis of N-arylidene-2-(2-Phenoxyphenyl) Acetohydrazides as Anti-Inflammatory Agents
Diclofenac sodium has been used for its anti-inflammatory actions for about 28 years, but since all the non-steroidal anti-inflammatory drugs (NSAIDs) suffer from the lethal gastro intestinal (GI) toxicities, diclofenac sodium is not an exception. The free –COOH group is thought to be responsible for the GI toxicity associated with all traditional NSAIDs. In the present research, the main motto...
متن کاملSynthesis of N-arylidene-2-(2-Phenoxyphenyl) Acetohydrazides as Anti-Inflammatory Agents
Diclofenac sodium has been used for its anti-inflammatory actions for about 28 years, but since all the non-steroidal anti-inflammatory drugs (NSAIDs) suffer from the lethal gastro intestinal (GI) toxicities, diclofenac sodium is not an exception. The free –COOH group is thought to be responsible for the GI toxicity associated with all traditional NSAIDs. In the present research, the main motto...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 9 21 شماره
صفحات -
تاریخ انتشار 2011