Tetrahedron

Synthesis of the bacterial coenzyme methoxatin

AR Mackenzie, CJ Moody, CW Rees

文献索引：MacKenzie, A. Roderick; Moody, Christopher J.; Rees, Charles W. Tetrahedron, 1986 , vol. 42, # 12 p. 3259 - 3268

被引用次数: 80

摘要

A short total synthesis of the bacterial coenzyme methoxatin (1)(4, 5-dihydro-4, 5-dioxo-1H- pyrrolo [2, 3-f] quinoline-2, 7, 9-tricarboxylic acid) is described. The route involves the two step conversion of 4-acetamido-2-benzy1oxybenzaldehyde (5b) into methyl 6-acctamido-4- benzyloxyindole-2-carboxylate (7b)(74%), followed by regioselective annulation of the third ring (55%), and debenzylation and oxidation with benzoyl t-butyl nitroxide to give the ...

~96%

4093-28-1

4-乙酰氨基水杨酸甲酯

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~87%

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~99%

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~73%

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~96%

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Mild, efficient and rapid O-debenzylation of ortho-substitut...

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(S)-4-amino-5-chloro-3-iodo-2-methoxy-N-(1-azabicyclo [2.2. ...

[De Paulis, Tomas; Trivedi, Bakula L.; Zhang, Zhang-Jin; Schmidt, Dennis E.; Ebert, Michael H.; Hewlett, William A. Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 22 p. 2657 - 2662]