Simple conversion of fully protected amino acids to zwitterions

被引：6

作者：

Hao, Junliang ^{[1
]}

Reinhard, Matt ^{[1
]}

Henry, Steven S. ^{[1
]}

Seest, Eric P. ^{[1
]}

Belvo, Matthew D. ^{[1
]}

Monn, James A. ^{[1
]}

机构：

[1] Eli Lilly & Co, Lilly Res Labs, Discovery Chem Res & Technol, Indianapolis, IN 46285 USA

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 12期

关键词：

mGlu receptors; Amino acids deprotection; Zwitterions; Microwave-assisted synthesis; RECEPTOR AGONIST; LY354740;

D O I：

10.1016/j.tetlet.2012.01.033

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An operationally simple and efficient method under mild acidic conditions was developed to convert fully protected amino acids to the corresponding zwitterions without either isoelectric precipitation or ion exchange chromatography. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：1433 / 1434

页数：2

共 4 条

[1] Methyl substitution of 2-aminobicyclo[3.1.0]hexane 2,6-dicarboxylate (LY354740) determines functional activity at metabotropic glutamate receptors: Identification of a subtype selective mGlu2 receptor agonist
Dominguez, C
Prieto, L
Valli, MJ
Massey, SM
Bures, M
Wright, RA
Johnson, BG
Andis, SL
Kingston, A
Schoepp, DD
Monn, JA
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (10) : 3605 - 3612
[2] Greene T. W., 1999, PROTECTIVE GROUPS OR
[3] Excitatory amino acids
Moloney, MG
[J]. NATURAL PRODUCT REPORTS, 2002, 19 (05) : 597 - 616
[4] Design, synthesis, and pharmacological characterization of (+)-2-aminobicyclo[3.1.0]hexane-2,6-dicarboxylic acid (LY354740): A potent, selective, and orally active group 2 metabotropic glutamate receptor agonist possessing anticonvulsant and anxiolytic properties
Monn, JA
Valli, MJ
Massey, SM
Wright, RA
Salhoff, CR
Johnson, BG
Howe, T
Alt, CA
Rhodes, GA
Robey, RL
Griffey, KR
Tizzano, JP
Kallman, MJ
Helton, DR
Schoepp, DD
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (04) : 528 - 537

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