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Journal ArticleDOI

Conformational behaviour of medium-sized rings. Part 15. 1,9,17-Triaza[2.2.2]metacyclophane-2,10,1 8-trione derivatives

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TLDR
The stepwise synthesis of 1,9-dimethyl-1,9,17-triaza[2.2]metacyclophane-2,10,18-trione from methyl m-aminobenzoate and m-nitrobenzoyl chloride is reported in this article.
Abstract
The stepwise synthesis of 1,9-dimethyl-1,9,17-triaza[2.2.2]metacyclophane-2,10,18-trione (1) from methyl m-aminobenzoate and m-nitrobenzoyl chloride is reported. The temperature dependences (i) of the 1H-decoupled 13C n.m.r. spectrum of the 1, 9,17-trimethyl derivative (2) and (ii) of the 1H n.m.r. spectrum of the 1,9-dimethyl-17-benzyl derivative (3) are interpreted in terms of equilibration between diastereoisomeric crown and saddle conformations in solution. The 1,9-dimethyl derivative (1) is believed to exist predominantly in the saddle conformation in solution.

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A convenient synthesis of amino acid methyl esters.

TL;DR: A series of amino acid methyl ester hydrochlorides were prepared in good to excellent yields by the room temperature reaction of amino acids with methanol in the presence of trimethylchlorosilane.
Journal ArticleDOI

Big and little Meccano

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Patent

Benzamide derivatives and their use as vasopressin antagonists

TL;DR: In this paper, a general formula for new benzamide derivatives having vasopressin antagonistic activity was proposed, where R 1 is aryl optionally substituted with lower alkoxy, etc., R 2 is lower alkyl, etc, R 3 is hydrogen, etc.
Journal ArticleDOI

Calix[3]amides-bowl-shaped cyclic trimers toward building block for molecular recognition : self-complementary dimeric structure in the crystal

TL;DR: Bowl-shaped cyclic trimers of aromatic amides were simply synthesized in high yield by condensation reaction of meta-substituted 3-(alkylamino)benzoic acid using dichlorotriphenylphosphorane as mentioned in this paper.
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