First total synthesis of astechrome: Novel hydroxamic acid with an indole- pyrazine skeleton

DOI: 10.1248/cpb.42.277

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 277 - 279 (1994)

Update date:2022-08-05

Topics:

Authors:

Jing Jing

Shimada Shimada

Maeda Maeda

Arai Arai

Goto Goto

Aoyagi Aoyagi

Ohta Ohta

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Article abstract of DOI:10.1248/cpb.42.277

Astechrome (1), isolated from Aspergillus terreus IFO 6123 and 8835, was synthesized. Indolylmagnesium bromide (4) was coupled with a chloromethylpyrazine (5) to give 2-chloro-5-methoxy-3-methyl-6-[7-(3-methyl- 2-butenyl)indol-3-yl]methylpyrazine 1-oxide (6), which was converted to the Fe salt (9) of a hydroxamic acid derivative (8). Oxidation of 9 with (Co(salen) afforded 1.

Full text of DOI:10.1248/cpb.42.277

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