RESEARCHES ON ANTIVIRAL AGENTS .31. SYNTHESIS AND TRANSFORMATIONS OF RACEMIC AND CHIRAL 6-OXIRANYL PYRIMIDINONES

被引：27

作者：

BOTTA, M

SALADINO, R

LAMBA, D

NICOLETTI, R

机构：

[1] UNIV LA TUSCIA,DIPARTIMENTO AGROBIOL & AGROCHIM,I-01100 VITERBO,ITALY

[2] IST STRUTT CHIM G GIACOMELLO,CNR,I-00015 MONTEROTONDO,ITALY

[3] UNIV ROMA LA SAPIENZA,DIPARTIMENTO CHIM,I-00100 ROME,ITALY

来源：

TETRAHEDRON | 1993年 / 49卷 / 27期

关键词：

D O I：

10.1016/S0040-4020(01)87190-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of epoxides 3, 4 and 6 has been described. The transformation of 3 into C-6 alkylated uracils 22a-e, 23a-d, 24 and 25 is also reported The chiral epoxide (S)-(+)-3 has been prepared via a modified Solladie procedure, while the ZnCl2- DIBAH reduction step failed to give the expected enantiomer (R)-(-)-3. This result has been discussed on the ground of molecular modeling studies.

引用

页码：6053 / 6070

页数：18

共 30 条

[1] ALICUDA F, IN PRESS J CHEM S P2
[2] ARTICO M, 1992, EUR J MED CHEM, V27, P251
[3] 6-ALKYL-2-METHOXY-4-(3H)-PYRIMIDINONES IN THE TRANSFORMATION OF PYRIMIDINES - REGIOSPECIFIC PREPARATION, ANTITUMOR AND ANTIMICROBIAL ACTIVITY OF 4-O-ACYLATED PYRIMIDINE-DERIVATIVES - NEW AGENTS FOR SELECTIVE ACYLATION OF AMINES
BOTTA, M
DEANGELIS, F
NICOLETTI, R
PANI, A
MARONGIU, ME
LACOLLA, P
[J]. TETRAHEDRON LETTERS, 1988, 29 (22) : 2741 - 2744
[4] 6-ALKYL-2-METHOXY-4(3H)-PYRIMIDINONES AND 5,6-DIALKYL-2-METHOXY-4(3H)-PYRIMIDINONES IN THE TRANSFORMATIONS OF PYRIMIDINES - CONVERSION INTO 2-SUBSTITUTED "AMINO-CHLORO-PYRIMIDINE-DERIVATIVES AND 4-CHLORO-PYRIMIDINE-DERIVATIVES
BOTTA, M
DEANGELIS, F
FINIZIA, G
GAMBACORTA, A
NICOLETTI, R
[J]. SYNTHETIC COMMUNICATIONS, 1985, 15 (01) : 27 - 34
[5] ANTIVIRAL AGENTS - SYNTHESIS OF FURYLPYRIMIDINONES AND EVALUATION OF THEIR CYTOSTATIC AND ANTIVIRAL ACTIVITY
BOTTA, M
DEANGELIS, F
CORELLI, F
MENICHINCHERI, M
NICOLETTI, R
MARONGIU, ME
PANI, A
LACOLLA, P
[J]. ARCHIV DER PHARMAZIE, 1991, 324 (04) : 203 - 207
[6] 6-ALKYL AND 5,6-DIALKYL-2-METHOXY-4(3H)-PYRIMIDINONES IN THE TRANSFORMATIONS OF PYRIMIDINES .2. SYNTHESIS AND CONVERSION INTO ALKYLURACILS AND 2-ALKOXY-4(3H)-PYRIMIDINONES
BOTTA, M
CAVALIERI, M
CECI, D
DEANGELIS, F
FINIZIA, G
NICOLETTI, R
[J]. TETRAHEDRON, 1984, 40 (17) : 3313 - 3320
[7] RESEARCHES ON ANTIVIRAL AGENTS .2. ENANTIOSPECIFIC SYNTHESIS OF 1,3-DIMETHYL-6-OXIRANYLPYRIMIDIN-2,4-DIONE WITH ANTI-ASFV ACTIVITY
BOTTA, M
SALADINO, R
GAMBACORTA, A
NICOLETTI, R
[J]. TETRAHEDRON-ASYMMETRY, 1990, 1 (07) : 441 - 444
[8] BOTTA M, UNPUB
[9] BOTTA M, 1991, ACTA CRYSTALLOGR C, V48, P81
[10] STEREOCHEMISTRY OF ORGANIC SULFUR-COMPOUNDS .12. CONFIGURATIONAL ASSIGNMENT OF 2-METHYLSULPHINYL-1-PHENYLETHANOL AND SOME O-DERIVATIVES
BRUNET, E
GRACIARUANO, JL
HOYOS, MA
RODRIGUEZ, JH
PRADOS, P
ALCUDIA, F
[J]. ORGANIC MAGNETIC RESONANCE, 1983, 21 (10): : 643 - 648

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