Use of benzofuran for concomitant protection of aldehyde and phenol groups in the preparation of mycophenolic acid analogues.
Use of benzofuran for concomitant protection of aldehyde and phenol groups in the preparation of mycophenolic acid analogues.
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DOI：
10.1021/jo0605389
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发表时间：
2006-06
期刊：
影响因子：
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通讯作者：
M. Fardis;Michael E. Mertzman;W. Thomas;T. Kirschberg;N. Collins;R. Polniaszek;W. Watkins
中科院分区：
文献类型：
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作者：
M. Fardis;Michael E. Mertzman;W. Thomas;T. Kirschberg;N. Collins;R. Polniaszek;W. Watkins
探索了用苯并呋喃同时掩蔽苯酚和芳基乙醛在合成麦考酚酸类似物中的应用。苯并呋喃4是一种稳定、易操作的中间体，用于制备C-6位的非天然甲氧基呋喃衍生物。高效的6-乙基-6-乙基-6-甲基-2-甲基-4-甲基-4-甲基-4-甲基-4-甲基-4-甲氧基丙烷类似物的制备是以醛2c为原料，通过高产率的步骤和结晶中间体完成的。
The use of a benzofuran to mask phenol and arylacetaldehyde moieties simultaneously in the synthesis of analogues of mycophenolic acid (MPA) was explored. Benzofuran 4 provided a stable and easily handled intermediate for the preparation of unnatural derivatives at the C-6 position of MPA. Preparation of the highly potent 6-ethyl MPA analogue 2 was accomplished via aldehyde 2c through this facile route with high-yielding steps and crystalline intermediates.