tert - Butyl 3 - ( 4 - Cyano - 5 - phenylisothiazol - 3 - yl ) carbazate
نویسندگان
چکیده
3-Iodo-5-phenylisothiazole-4-carbonitrile 1 reacts with tert-butyl carbazate via a Buchwald C-N style coupling to afford tert-butyl 3-(4-cyano-5-phenylisothiazol-3-yl)carbazate 2 in 70% yield.
منابع مشابه
Boc-AzAla-Ala-OMe
THE TITLE COMPOUND (SYSTEMATIC NAME tert-butyl 3-{[1-(methoxy-carbon-yl)eth-yl]amino-carbon-yl}-3-methyl-carbazate), C(11)H(21)N(3)O(5), is a precursor for the study of a new class of foldamer based on aza/α-dipeptide oligomerization [Abbas et al. (2009 ▶). Tetra-hedron Lett.50, 4158-4160]. The asymmetric unit consists of one mol-ecule in an extended conformation which is stabilized by inter-mo...
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Tert-butyl carbazate (1) reacted with ammonium thiocyanate and phenyl isothiocyanate to afford the corresponding 5-tert-butoxy-4H-1, 2, 4-triazole-3-thiol (3) 5-tert-butoxy-4-phenyl-2H1, 2, 4-triazole-3(4H)-thione 5 respectively. Compound (1) also reacted with carbon disulfide and potassium hydroxide to afford 5-tert-butoxy-1, 3, 4-oxadiazole-2(3H)-thione 6. Treatment of 6 with methyl iodide, 2...
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Taking into consideration the biological activity of the only natural products containing a 1,2,4-oxadiazole ring in their structure (quisqualic acid and phidianidines A and B), the natural product analogs 1-(4-(3-tert-butyl-1,2,4-oxadiazol-5-yl)phenyl)pyrrolidine-2,5-dione (4) and 1-(4-(3-tert-butyl-1,2,4-oxadiazol-5-yl)phenyl)-1H-pyrrole-2,5-dione (7) were synthesized starting from 4-(3-tert-...
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The piperidine ring of the title compound, C15H25N3O3, adopts a slightly distorted chair conformation with the cis substituents displaying an N-C-C-C torsion angle of 43.0 (3)°. The cyano group (plane defined by C-C-C N atoms) is bent slightly out of the plane of the amide group by 13.3 (2)°. The carbamate group is oriented at a dihedral angle of 60.3 (5)° relative to the amide group.
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The reaction of (E)-tert-butyl 4-[3-(dimethyl-amino)acrylo-yl]piperidine-1-carboxyl-ate with methyl-hydrazine leads to the formation of the title compound, C(14)H(23)N(3)O(2), with a 1-methyl-1H-pyrazol-5-yl substituent. The plane of the pyrazole ring forms a dihedral angle of 33.4 (1)° with the approximate mirror plane of the piperidine ring.
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