372187-67-2

Upstream product

• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 106-49-0 p-toluidine 
• 372187-64-9 tert-Butyl N-[(1S)-1-(4-toluidinocarbonyl)-3-methylbutyl]carbamate 

Downstream Products

• 433219-33-1 (2S)-N¹-(4-methylphenyl)-4-methyl-1,2-pentanediamine 
• 637362-80-2 (2S)-2-[(1H-benzotriazol-1-ylmethyl)amino]-4-methyl-N-(4-methylphenyl)pentanamide 
• 433219-36-4 1-{[(5S)-5-isobutyl-3-(4-methylphenyl)tetrahydro-1H-imidazol-1-yl]methyl}-1H-1,2,3-benzotriazole 
• 1020151-00-1 C₂₈H₃₈N₂O₃ 

Relevant academic research and scientific papers

Caproamide derivatives, its preparation method, intermediate and application

The invention discloses a caproamide derivative represented by formula A or a pharmaceutically acceptable salt thereof, wherein R1 is H or halogen; R2 is halogen, or C1-C4 alkyl, C1-C4 alkoxy, or a C3-C7 heterocyclic ring, the number of heteroatom in the heterocyclic ring is 1-3, and the heteroatom is nitrogen and/or oxygen; R0 is benzyl, substituted benzyl or C4 alkyl, and a substituent of substituted benzyl is C1-C3 alkyl. The invention also discloses a preparation method, an intermediate and an application of the caproamide derivative. The caproamide derivative provided by the invention has effective and better antibacterial function, and has higher application value in the medical field.

Synthesis of rupestonic acid amide derivatives and their in vitro activity against type A3 and B flu virus and herpes simplex I and II

Derivatives of rupestonic acid (5a-e) were synthesized and evaluated preliminarily at the National Center for Drug Screening (PRC) for antiviral activity against type A3 and B flu virus and HSV-I and HSV-II in order to improve the biological ac

Facile N-Derivatization of α-Amino Esters and Amides via Benzotriazolylmethyl Derivatives

α-(N-Substituted amino)esters were prepared in a two-step procedure from available unsubstituted α-amino esters. α-Amino esters are first converted into the corresponding N-benzotriazolylmethyl derivatives; in the second step, the benzotriazole group is substituted by various nucleophiles with or without the presence of a Lewis acid to give substituted α-amino esters in high overall yield under mild conditions with no signs of racemization. Boc-protected amino acids were converted into α-amino amides; subsequent deprotection allowed the conversion into N-substituted derivatives analogously to the α-amino esters, without racemization in high yields under mild conditions.

Syntheses of optically active tetrahydro-1H-pyrrolo[1,2-a]imidazol-2-ones and hexahydroimidazo[1,2-a]pyridin-2(3H)-ones

The reactions of (2S)-2-amino-2-substituted-N-(4-nitrophenyl)acetamides 16a-c, succindialdehyde (13), and benzotriazole afforded enantiopure (3S,5R,7aR)-5-(1H-1,2,3-benzotriazol-1-yl)-3-substituted-1-(4-nitrophenyl) tetrahydro-1H-pyrrolo[1,2-a]imidazol-2-ones 17a-c, which were converted by sodium borohydride into (3S,7aR)-3-substituted-1-(4-nitrophenyl)tetrahydro-1H-pyrrolo[1, 2-a]imidazol-2-ones 18a-c. Chiral (2S)-2-amino-2-substituted-N-(4-methylphenyl)acetamides 12a-d, easily prepared in two steps from N-Boc-α-amino acids 10a-d, similarly reacted with glutaraldehyde (20) and benzotriazole to generate 5-benzotriazolyl-3-substituted-hexahydroimidazo[1,2-a]pyridin 2(3H)-ones 21a-d, which were converted by sodium borohydride directly into optically active 3-substituted-hexahydroimidazo[1,2-a]pyridin-2(3H)-ones 22a-d.

Stereoselective syntheses of chiral (3S,9bS)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones

Chiral (3S,9bS)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones 11a-11f, 14b,14c and 17a,b were prepared in 78-93% yields with high stereoselectivities (d.e. >99%) by the intermolecular condensations of 2-formylbenzoic acids 10 or 13 or 2-acetylbenzoic acid 15 with chiral diamines 9a-9f and 9h. Compounds 9a-9f and 9h were readily prepared in three steps from optically active N-Boc-α-amino acids 5a-5d.

Convenient syntheses of unsymmetrical imidazolidines

Unsymmetrical imidazolidines 10-14, optically active imidazolidines 20-22, and 2,3-dihydro-1H benzimidazoles 28 and 29 were synthesized in good to excellent yields by Mannich reactions of 1,2-ethanediamines 8a-c, 18a-c, or N-methyl-1,2-benzenediamine (26a) with benzotriazole and formaldehyde, followed by the nucleophilic substitution of the benzotriazolyl group with C- nucleophiles (Grignard reagents, sodium cyanide), an S-nucleophile (benzenethiol), and a P-nucleophile (triethyl phosphite).

Stereoselective syntheses of 1H-imidazo[2,1-a]isoindole-2,5(3H,9bH)-diones

1H-Imidazo[2,1-a]isoindole-2,5(3H,9bH)-diones 6a-i are synthesized in 67-96% yields with high stereoselectivities (de 88-99%, except 6e with a 58% de value) via intermolecular condensation of 2-formylbenzoic acid (5) and α-amino amides 4a-i in the presence of a catalytic amount of toluene-p-sulfonic acid. Intermediates 4 are obtained in two steps from easily available chiral N-Boc-α-amino acids 1.