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BioBlocks Bulletin
Vol. 4 Feb. 2009 |
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Welcome to the BioBlocks Bulletin
The BioBlocks Bulletin brings you recent research on key classes of building blocks, including quinolines, beta amino acids and heterocycles, with additional classes coming soon. Look under Application Update to view examples hand-picked by our experts, and then browse, price, and order the same products under Featured Products. Finally, product applications and product availability, all in one place!
In this issue we present
9 beta-amino acids.
The schemes below describe three recent applications of beta-amino acids to fully elaborated products or intermediates. These examples illustrate the synthetic versatility of beta-amino acids, as well as the broad structural diversity represented in our currently available 166 catalog items, 9 of which are shown below.
Please scroll down to the bottom of the newsletter to view the references. To order products, shop at
www.bioblocks.com, call (+1) 858 558-5900 or email
sales@bioblocks.com. |
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Our results-based lead optimization services focus on your project goals. Learn how our medicinal chemists can
accelerate your research
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AA006-1
cis-2-Amino-cyclohexanecarboxylic acid ethyl ester hydrochloride
Price: 1g = $160.00 |
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AA010-1
diexo-3-Amino-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid hydrochloride
Price: 1g = $330.00 |
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AA014-1
cis-1-Amino-indan-2-carboxylic acid hydrochloride
Price: 1g = $330.00 |
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AA032
3-Amino-3-thiophen-2-yl-propionic acid
Price: 1g = $180.00 |
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AA198-1
(1S,2S,3R,5S)-2-Amino-2,6,6-trimethyl-bicyclo[3.1.1]heptane-3-carboxylic acid methyl ester hydrochloride
Price: 500 mg = $575.00 |
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AA120
diexo-3-Amino-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid
Price: 1g = $395.00 |
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AA314-1
Cis-2-Amino-cyclohex-3-enecarboxylic acid hydrochloride
Price: 1g = $395.00 |
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AA320
cis-2-Amino-cyclooctanecarboxylic acid
Price: 1g = $395.00 |
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AA508-1
(1R,2R,3R,5R)-2-Amino-6,6-dimethylbicyclo[3.1.1]heptan-3-carboxylic acid hydrochloride
Price: 100mg = $675.00 |
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- Gedey, S.; Van der Eycken,J.; Fulop, F. Liquid-phase Combinatorial Synthesis of Alicyclic Β-Lactams via Ugi Four-Component Reaction. Organic Letters, 2002 Vol. 4, No. 11, 197-1969.
Employing the Ugi four component reaction, several Β-lactams were prepared from alicyclic beta amino acids. Several partially unsaturated analogs were also synthesized. Using this method, a small library of β-lactams was prepared, with three points of diversity.
- Chen, G. S.; Kalchar, S.; Kuo, C.; Chang, C.; Usifoh, C. O.; Chern, J. Intramolecular Imidate-Amide Rearrangement of 2-Substituted 4-(ω-Chloroalkoxy)quinazoline Derivatives. 1,3-O-N Shift of Chloroalkyl Groups via Cyclic 1,3-Azaoxonium Intermediates. Journal of Organic Chemistry 2003 Vol. 68, No. 6, 2502-2505
Chloroalkylation of 2 substituted quinazoline-4(3H)-one derivatives by various bromo-chloroalkanes are described. 2-phenyl substitution promoted O-alkylation, while 2-benzyl led to a higher proportion of N-alkylated product. Migration of the chloroalkyl groups from oxygen to nitrogen should proceed by intramolecular five- and six-membered cyclic 1,3-azaoxonium intermediates.
- Skanonyi, Z.; Martinek, T.; Hetényi, A.; Fülöp, F. Synthesis and Transformations of Enantiomeric 1,2-disubstituted monoterpene derivatives. Tetrahedron: Asymmetry, 2000 Vol.11, 4571-4579
β-lactams were synthesized by regio- and stereospecific reaction of chlorosulfonyl isocyanate and α-pinene. Thereafter their transformation to Β-amino ester and 1,3-aminoalcohols went with yields ee>99%. Fused saturated 1,3-heterocycyles like tetrahydro-1,3-ixazines, 2,4-pyrimidinedione and 2-thioxopyridin-4one make final products of interest.
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