Synthesis of a tripeptide derivative containing the Gln-Arg hydroxyethylene dipeptide isostere

被引：14

作者：

Brewer, M

James, CA

Rich, DH

机构：

[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

[2] Univ Wisconsin, Sch Pharm, Madison, WI 53706 USA

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 25期

关键词：

D O I：

10.1021/ol047880x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The protected hydroxyethylene dipeptide isostere of Gln-Arg and the tripeptide derivative 1 were synthesized as components of potential peptidase inhibitors.

引用

页码：4779 / 4782

页数：4

共 30 条

[1] Synthesis of a tripeptide derivative containing the Phe-Arg hydroxyethylene dipeptide isostere [J].

Brewer, M ;

Rich, DH .

ORGANIC LETTERS, 2001, 3 (06) :945-948

[2] Remote asymmetric induction in organocopper conjugate additions to 3-ketoacrylates. [J].

Captain, LF ;

Xia, XY ;

Liotta, DC .

TETRAHEDRON LETTERS, 1996, 37 (25) :4293-4296

[3] THE SYNTHESIS OF (2S,4S,5S)-5-(N-BOC)-AMINO-6-CYCLOHEXYL-4-HYDROXY-2-ISOPROPYL-HEXANOICACID LACTONE, AN HYDROXYETHYLENE DIPEPTIDE ISOSTERE PRECURSOR [J].

CHAKRAVARTY, PK ;

DELASZLO, SE ;

SARNELLA, CS ;

SPRINGER, JP ;

SCHUDA, PF .

TETRAHEDRON LETTERS, 1989, 30 (04) :415-418

[4] AN EFFICIENT SYNTHESIS OF GAMMA-AMINO-BETA-KETOALKYLPHOSPHONATES FROM ALPHA-AMINO-ACIDS [J].

CHAKRAVARTY, PK ;

COMBS, P ;

ROTH, A ;

GREENLEE, WJ .

TETRAHEDRON LETTERS, 1987, 28 (06) :611-612

[5] A USEFUL 12-I-5 TRIACETOXYPERIODINANE (THE DESS-MARTIN PERIODINANE) FOR THE SELECTIVE OXIDATION OF PRIMARY OR SECONDARY ALCOHOLS AND A VARIETY OF RELATED 12-I-5 SPECIES [J].

DESS, DB ;

MARTIN, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) :7277-7287

[6] NUCLEAR MAGNETIC-RESONANCE STUDY OF STEREOISOMERIC 2-OXAZOLIDONE AND 2-PHENYL-2-OXAZOLINE DERIVATIVES OF ALPHA-AMINO-BETA-HYDROXY ACIDS [J].

FUTAGAWA, S ;

INUI, T ;

SHIBA, T .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1973, 46 (10) :3308-3310

[7] Design of potent inhibitors for human brain memapsin 2 (β-secretase) [J].

Ghosh, AK ;

Shin, DW ;

Downs, D ;

Koelsch, G ;

Lin, XL ;

Ermolieff, J ;

Tang, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (14) :3522-3523

[8] RENIN INHIBITORS [J].

GREENLEE, WJ .

MEDICINAL RESEARCH REVIEWS, 1990, 10 (02) :173-236

[9] SYNTHESIS OF HYDROXYETHYLENE AND KETOMETHYLENE DIPEPTIDE ISOSTERES [J].

HOLLADAY, MW ;

RICH, DH .

TETRAHEDRON LETTERS, 1983, 24 (41) :4401-4404

[10] Structure of the protease domain of memapsin 2 (β-secretase) complexed with inhibitor [J].

Hong, L ;

Koelsch, G ;

Lin, XL ;

Wu, SL ;

Terzyan, S ;

Ghosh, AK ;

Zhang, XC ;

Tang, J .

SCIENCE, 2000, 290 (5489) :150-153

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