Syntheses of novel 4-tert-alkyl ether proline-based 16-and 17-membered macrocyclic compounds

被引：10

作者：

Chen, KX ^{[1
]}

Njoroge, FG ^{[1
]}

Vibulbhan, B ^{[1
]}

Buevich, A ^{[1
]}

Chan, TM ^{[1
]}

Girijavallabhan, V ^{[1
]}

机构：

[1] Schering Plough Res Inst, Kenilworth, NJ 07033 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 08期

关键词：

D O I：

10.1021/jo020075g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Starting from N-Cbz-4-hydroxyproline methyl ester 1, a boron trifluoride-diethyl etherate-catalyzed reaction provided 4-tert-alkyl ether proline 4. Two deprotections and amide bond formations furnished the phenol alcohol 2. The macrocyclization of 2 was accomplished through a Mitsunobu reaction using triphenylphosphine and 1,1'-(azodicarbonyl)dipiperidine (ADDP), to afford novel 16- and 17-membered proline-based macrocyclic compounds of type 3.

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页码：2730 / 2733

页数：4

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