DEDICATED TO PROFESSOR HC BROWN ON HIS ... - Sigma-Aldrich

55,601-7
54,724-7
These Boc-protected piperidines have
been utilized extensively in the drug
discovery arena. Recent applications
include their use in the synthesis of
several types of GPIIb/IIIa antagonists 1-4
and of potent and selective inhibitors
of acetylcholineesterase. 5
(1) Hoekstra, W. J. et al. J. Med. Chem. 1999, 42,
5254. (2) Fisher, M. J. et al. Bioorg. Med. Chem. Lett. 2000, 10, 835. (3)
Egbertson, M. S. et al. J. Med. Chem. 1999, 42, 2409. (4) Xue, C.-B. et al.
Bioorg. Med. Chem. Lett. 1998, 8, 3499. (5) Villalobos, A. et al. J. Med.
Chem. 1994, 37, 2721.
55,601-7
N-Boc-4-piperidinemethanol, 97%
54,724-7
N-Boc-4-piperidineethanol, 97%
This versatile hydroquinone has been
employed as a building block for the synthesis
of biologically active marine metabolites such
as ent-chromazonarol, 1 9,11-drimen-8α-ol, 2
and fulvanin. 2 It has also found applications
in nonlinear optics as a monomer for
phenylene–ethynylene oligomers. 3
(1) Barrero, A. F. et al. Bioorg. Med. Chem. Lett. 1999, 9, 2325. (2) Barrero,
A. F. et al. Synlett 2000, 11, 1561. (3) Wautelet, P. et al. Macromolecules
1996, 29, 446.
16,713-4
2-Bromohydroquinone, 97%
This convenient building block allows the
facile preparation of 4-(dimethylamino)benzoylsubstituted
compounds.
Purchase, T. S. et al. Bioorg. Med. Chem. 1997, 5, 739.
52,611-8
4-(Dimethylamino)benzoyl chloride, 97%
Utilized as a milder alternative to dichlorophenylphosphine
(Aldrich catalog number
D7,198-4).
(1) Nettekoven, U. J. Org. Chem. 1999, 64, 3996.
(2) Tollefson, M. B. et al. J. Am. Chem. Soc. 1996, 118, 9052.
55,470-7
Bis(diethylamino)phenylphosphine, 97%
Miura, K. et al. Org. Lett. 2000, 2, 385.
Employed in the synthesis of aminosubstituted
vinylsilanes, which were
smoothly cyclized to the corresponding
pyrrolidines.
56,237-8
Benzylchlorodimethylsilane, 97%
Has been used in the synthesis of lycorine-type
alkaloids 1 and substituted phthalazines. 2
(1) Lida, H. et al. J. Chem. Soc., Perkin Trans. I 1975, 2502.
(2) Watanabe, N. et al. J. Med. Chem. 1998, 41, 3367.
56,504-0
3-Chloro-4-methoxybenzaldehyde, 97%
This bromo aldehyde was employed
in total syntheses of (–)-lycoricidine, 1
benzo[c]phenanthridines, 2 and the diaza
analog of ellagic acid. 3
(1) Keck, G. E. J. Am. Chem. Soc. 1999, 121, 5176.
(2) Bernabe, P. Tetrahedron Lett. 1998, 39, 9785. (3) Kanojia, R. M. ibid.
1995, 36, 8553.
56,301-3
6-Bromopiperonal, 97%
Important intermediate for the
preparation of macrocyclic ketones,
such as (R)-(–)-muscone, 1
and biologically active macrocyclic lactones. 2
(1) Kamat, V. P. et al. Tetrahedron 2000, 56, 4397. (2) Kobayashi, Y.; Okui, H.
J. Org. Chem. 2000, 65, 612.
56,085-5
10-Bromo-1-decene, 97%
This versatile reagent has been used in
Sonogashira 1 and Suzuki coupling reactions in
the presence of carbon monoxide to produce
α-pyridyl ketones, 2 as well as in coupling
reactions with aryl thiols to produce heteroaromatic
thioethers. 3
(1) Koseki, Y. et al. Tetrahedron Lett. 2000, 41, 2377. (2) Couve-Bonnaire, S.
et al. ibid. 2001, 42, 3689. (3) Schopfer, U.; Schlapbach, A. Tetrahedron 2001,
57, 3069.
55,876-1
2-Iodopyridine, 98%
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