A highly efficient method for the synthesis of guanidinium derivatives

被引：33

作者：

Manimala, JC ^{[1
]}

Anslyn, EV ^{[1
]}

机构：

[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 04期

关键词：

D O I：

10.1016/S0040-4039(01)02165-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A high yielding synthesis of guanidiniums with the use of the ethyl carbamate protecting group is presented. This strategy eliminates many steric hindrance and electronic problems. The deprotection of the products by Me3SiBr is also demonstrated. (C) 2002 Published by Elsevier Science Ltd.

引用

页码：565 / 567

页数：3

共 19 条

[1] Design, synthesis and evaluation of synthetic receptors for the recognition of aspartate pairs in an alpha-helical conformation [J].

Albert, JS ;

Peczuh, MW ;

Hamilton, AD .

BIOORGANIC & MEDICINAL CHEMISTRY, 1997, 5 (08) :1455-1467

[2]

BURGESS K, 2000, SOLID PHASE ORGANIC, pCH1

[3] An efficient procedure for the guanylation of amines using N,N'-bis(benzyloxycarbonyl)-S-methylisothiourea [J].

Chandrakumar, NS .

SYNTHETIC COMMUNICATIONS, 1996, 26 (14) :2613-2616

[4] CONVERSION OF ALCOHOLS TO PROTECTED GUANIDINES USING THE MITSUNOBU PROTOCOL [J].

DODD, DS ;

KOZIKOWSKI, AP .

TETRAHEDRON LETTERS, 1994, 35 (07) :977-980

[5]

GREENHILL JL, 1993, PROGR MED CHEM, V30, pCH5

[6] A NEW AND EFFICIENT SYNTHESIS OF GUANOSINE [J].

GROZIAK, MP ;

TOWNSEND, LB .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (08) :1277-1282

[7]

Hannon C. L., 1993, Bioorg. Chem. Front, V3, P193

[8]

KOREN B, 1987, HETEROCYCLES, V26, P689

[9] Conversion of anilines to bis-Boc protected N-methylguanidines [J].

Lammin, SG ;

Pedgrift, BL ;

Ratcliffe, AJ .

TETRAHEDRON LETTERS, 1996, 37 (37) :6815-6818

[10] SYNTHESIS OF 7-OXYGENATED APORPHINE ALKALOIDS FROM A 1-BENZYLIDENEISOQUINOLINE ENAMIDE [J].

LENZ, GR .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (19) :4447-4452

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