214472-06-7

Usage

Chemical Properties

Light yellow solid

InChI:InChI=1/C12H15N3O2/c1-12(2,3)17-11(16)15-8-9-4-5-14-10(6-9)7-13/h4-6H,8H2,1-3H3,(H,15,16)

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 111080-66-1 4-[(tert-Butoxycarbonylamino)methyl]pyridine oxide 
• 3731-53-1 4-(aminomethyl)pyridine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 111080-65-0 (pyridin-4-ylmethyl)carbamic acid tert-butyl ester 

Downstream Products

• 260970-57-8 4-[(tert-butoxycarbonylamino)methyl]pyridine-2-carboxylic acid 
• 474809-21-7 tert-butyl N-[(2-aminopyridin-4-yl)methyl]carbamate 

Relevant academic research and scientific papers

3-AMINO-1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONES

Compounds of formula (I) which are inhibitors of Bub1 kinase, processes for their production and their use as pharmaceuticals.

Absolute stereochemical determination of chiral carboxylic acids

(matrix presented) Monoamidation of 1,4-diaminobenzene with α-chiral carboxylic acids leads to a carrier strategy for absolute stereochemical determination with bis-zinc porphyrin tweezers by exciton-coupled circular dichroism (ECCD). The helicity induced in the porphyrin tweezers upon complexation with the derivatized carrier originates from the preferred conformation of the Ccarbonyl-Cchiral bond. Correct ECCD signs can be predicted by the rotamer that places the large group perpendicular to the carbonyl group with the small group facing the porphyrin.

Zinc porphyrin tweezer in host-guest complexation: Determination of absolute configurations of primary monoamines by circular dichroism

A nonempirical exciton chirality circular dichroic (CD) method for determining the absolute configurations of primary monoamines with amino group directly linked to the stereogenic center is described. Conventional exciton chirality CD method cannot be applied to these compounds since they lack the two sites for attaching the interacting chromophores. This was solved by covalently linking the monoamine to a trifunctional bidentate carrier moiety 1. Treatment of the carrier/monoamine conjugate with the porphyrin tweezer 4 consisting of two pentanediol-linked zinc porphyrins gives rise to 1:1 host-guest macrocyclic complexes that exhibit exciton- coupled CD spectra. The sign of the CD couplet can then be correlated with the absolute configuration of the monoamine as follows: a clockwise arrangement of the L, M, and S (large, medium, small) groups in the Newman projection of the monoamine with the amino group in the rear gives rise to a positive CD couplet, and vice versa; the assignments of L, M, S groups are based on conformational energies (A values). This method is applicable to cyclic and acyclic aliphatic amines, aromatic amines, amino esters, amides, and cyclic amino alcohols, and can be performed at the several microgram level.