A carbocyclic analogue of a protected β-D-2-deoxyribosylamine

被引：3

作者：

Ober, M

Marsch, M

Harms, K

Carel, T

机构：

[1] Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany

[2] Univ Munich, Fak Chem & Pharm, D-81377 Munich, Germany

来源：

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS | 2004年 / 60卷

关键词：

D O I：

10.1107/S1600536804013959

中图分类号：

O7 [晶体学];

学科分类号：

0702 ; 070205 ; 0703 ; 080501 ;

摘要：

The title compound, tert-butyl N-[(1R,3S,4R)-3-hydroxy-4-(hydroxymethyl)cyclopentyl]carbamate, C11H21NO4, is a very important intermediate for the enantioselective synthesis of carbocyclic analogues of 2'-deoxyribonucleotides. Its crystal structure proves that the relative substitution of the cyclopentane ring in this intermediate is the same as that in beta-2-deoxyribosylamine.

引用

收藏

页码：O1191 / O1192

页数：2

相关论文

共 11 条

[1] CONFORMATIONAL-ANALYSIS OF SUGAR RING IN NUCLEOSIDES AND NUCLEOTIDES - NEW DESCRIPTION USING CONCEPT OF PSEUDOROTATION [J].

ALTONA, C ;

SUNDARALINGAM, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (23) :8205-+

[2]

Brandenburg K., 2001, DIAMOND VERSION 2 1E

[3] Substrate recognition by Escherichia coli MutY using substrate analogs [J].

Chepanoske, CL ;

Porello, SL ;

Fujiwara, T ;

Sugiyama, H ;

David, SS .

NUCLEIC ACIDS RESEARCH, 1999, 27 (15) :3197-3204

[4] 1592U89, a novel carbocyclic nucleoside analog with potent, selective anti-human immunodeficiency virus activity [J].

Daluge, SM ;

Good, SS ;

Faletto, MB ;

Miller, WH ;

StClair, MH ;

Boone, LR ;

Tisdale, M ;

Parry, NR ;

Reardon, JE ;

Dornsife, RE ;

Averett, DR ;

Krenitsky, TA .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1997, 41 (05) :1082-1093

[5] 2-azabicyclo[2.2.1]hept-5-en-3-one epoxide:: A versatile intermediate for the synthesis of cyclopentyl carbocyclic 2-deoxy-, 3-deoxy- & ara-ribonucleoside analogues. [J].

Domínguez, BM ;

Cullis, PM .

TETRAHEDRON LETTERS, 1999, 40 (31) :5783-5786

[6] Recommendations for the presentation of NMR structures of proteins and nucleic acids - (IUPAC Recommendations 1998) [J].

Markley, JL ;

Bax, A ;

Arata, Y ;

Hilbers, CW ;

Kaptein, R ;

Sykes, BD ;

Wright, PE ;

Wuthrich, K .

PURE AND APPLIED CHEMISTRY, 1998, 70 (01) :117-142

[7] The two main DNA lesions 8-oxo-7,8-dihydroguanine and 2,6-diamino-5-formamido-4-hydroxypyrimidine exhibit strongly different pairing properties [J].

Ober, M ;

Linne, U ;

Gierlich, J ;

Carell, T .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (40) :4947-4951

[8]

Sheldrick G. M., 1997, SHELXS 97 PROGRAM CR

[9]

*STOE CIE, 2003, X AREA VERS 1 20

[10] NMR conformation of (-)-β-D-aristeromycin and its 2′-deoxy and 3′-deoxy counterparts in aqueous solution [J].

Thibaudeau, C ;

Kumar, A ;

Bekiroglu, S ;

Matsuda, A ;

Marquez, VE ;

Chattopadhyaya, J .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (16) :5447-5462