A traceless linker approach to the solid phase synthesis of substituted guanidines utilizing a novel acyl isothiocyanate resin

被引：43

作者：

Wilson, LJ ^{[1
]}

Klopfenstein, SR ^{[1
]}

Li, M ^{[1
]}

机构：

[1] Procter & Gamble Pharmaceut, Hlth Care Res Ctr, Mason, OH 45040 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 21期

关键词：

solid phase synthesis; guanidines; EDC; combinatorial chemistry; isothiocyanate;

D O I：

10.1016/S0040-4039(99)00663-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Solid phase synthesis of a series of substituted guanidines based on a novel acyl isothiocyanate resin is presented. This method provides both mono and disubstituted guanidines with a variety of sterically demanding and/or electron withdrawing substituents in good purities and yields. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：3999 / 4002

页数：4

共 30 条

[11] Novel linker for the solid-phase synthesis of guanidines [J].

Josey, JA ;

Tarlton, CA ;

Payne, CE .

TETRAHEDRON LETTERS, 1998, 39 (33) :5899-5902

[12] Solid-phase synthesis of disubstituted guanidines [J].

Kearney, PC ;

Fernandez, M ;

Flygare, JA .

TETRAHEDRON LETTERS, 1998, 39 (18) :2663-2666

[13] IMPROVED METHOD FOR THE PREPARATION OF GUANIDINES [J].

KIM, KS ;

QIAN, LG .

TETRAHEDRON LETTERS, 1993, 34 (48) :7677-7680

[14] Solid phase synthesis of a diketopiperazine catalyst containing the unnatural amino acid (S)-norarginine [J].

Kowalski, J ;

Lipton, MA .

TETRAHEDRON LETTERS, 1996, 37 (33) :5839-5840

[15] Parallel personal comments on "classical" papers in combinatorial chemistry [J].

Lebl, M .

JOURNAL OF COMBINATORIAL CHEMISTRY, 1999, 1 (01) :3-24

[16] The HgCl2-promoted guanylation reaction: The scope and limitations [J].

Levallet, C ;

Lerpiniere, J ;

Ko, SY .

TETRAHEDRON, 1997, 53 (14) :5291-5304

[17] Solid-phase synthesis of N-acyl-N′-carbamoylguanidines [J].

Lin, PS ;

Ganesan, A .

TETRAHEDRON LETTERS, 1998, 39 (52) :9789-9792

[18] Reissert-based ''traceless'' solid-phase synthesis: Isoquinoline, and isoxazoline-containing heterocycles [J].

Lorsbach, BA ;

Miller, RB ;

Kurth, MJ .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (25) :8716-8717

[19] Solid phase synthesis of 2,6-disubstituted-4(3H)-pyrimidinones targeting HIV-1 reverse transcriptase [J].

Nizi, E ;

Botta, M ;

Corelli, F ;

Manetti, F ;

Messina, F ;

Maga, G .

TETRAHEDRON LETTERS, 1998, 39 (20) :3307-3310

[20]

OHNOTA H, 1994, J PHARMACOL EXP THER, V269, P489

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