Methyl 2-[2-(benzyloxycarbonylamino)propan-2-yl]-5-hydroxy-1-methyl-6-oxo1,6-dihydropyrimidine-4-carboxylate

被引:1
作者
Shang, Zhenhua [1 ]
Tao, Xiao [1 ]
Ha, Jing [1 ]
Yu, Fuda [1 ]
机构
[1] Hebei Univ Sci & Technol, Hebei Res Ctr Pharmaceut & Chem Engn, State Key Lab Breeding Base Hebei Prov, Key Lab Mol Chem Drugs, Shijiazhuang 050018, Hebei, Peoples R China
来源
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS | 2012年 / 68卷
关键词
data-to-parameter ratio = 16.4; mean ̄(C-C) = 0.002 Å; R factor = 0.035; single-crystal X-ray study; T = 113 K; wR factor = 0.093;
D O I
10.1107/S160053681204233X
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The title pyrimidine derivative, C18H21N3O6, was obtained by the reaction of methyl 2-[2-(benzyloxycarbonyl) aminopropan2- yl]-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylate with dimethyl sulfate in dimethyl sulfoxide. The molecule has a V-shaped structure, the phenyl and the pyrimidine rings making a dihedral angle of 43.1 (1)degrees. The methyl group substituting the pyrimidine ring deviates slightly from the ring mean-plane [C-N-C-C torsion angle = 5.49 (15)degrees], and the methyl ester substituent has a conformation suitable for the formation of an intramolecular O-H center dot center dot center dot O hydrogen bond with the hydroxyl functionality. In the crystal, molecules are linked into chains along the b axis by N-H center dot center dot center dot O hydrogen bonds.
引用
收藏
页码:O3175 / +
页数:7
相关论文
共 7 条
[1]  
Belyk K. M., 2006, Patent, Patent No. [WO 2006/06712 A2, 200606712]
[2]   Methyl 2-[2-(benzyloxycarbonylamino)propan-2-yl]-5-hydroxy-6-methoxypyrimidine-4-carboxylate [J].
Fun, Hoong-Kun ;
Sumangala, V. ;
Prasad, D. Jagadeesh ;
Poojary, Boja ;
Chantrapromma, Suchada .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 :O274-U1887
[3]  
*RIG MSC INC, 2005, CRYSTALCLEAR CRYSTAL
[4]   Methyl 2-(2-{[(benzyloxy)carbonyl]amino}propan-2-yl)-5-hydroxy-6-methoxypyrimidine-4-carboxylate [J].
Shang, Zhenhua ;
Qi, Shan ;
Tao, Xiao ;
Zhang, Guangbo .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 :O1335-U2104
[5]   Methyl 2-(2-{[(benzyloxy)carbonyl]amino}propan-2-yl)-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylate [J].
Shang, Zhenhua ;
Ha, Jing ;
Yu, Yifeng ;
Zhao, Xiaodan .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 :O1336-U2115
[6]   A short history of SHELX [J].
Sheldrick, George M. .
ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 2008, 64 :112-122
[7]   Raltegravir with optimized background therapy for resistant HIV-1 infection [J].
Steigbigel, Roy T. ;
Cooper, David A. ;
Kumar, Princy N. ;
Eron, Joseph E. ;
Schechter, Mauro ;
Markowitz, Martin ;
Loutfy, Mona R. ;
Lennox, Jeffrey L. ;
Gatell, Jose M. ;
Rockstroh, Jurgen K. ;
Katlama, Christine ;
Yeni, Patrick ;
Lazzarin, Adriano ;
Clotet, Bonaventura ;
Zhao, Jing ;
Chen, Joshua ;
Ryan, Desmond M. ;
Rhodes, Rand R. ;
Killar, John A. ;
Gilde, Lucinda R. ;
Strohmaier, Kim M. ;
Meibohm, Anne R. ;
Miller, Michael D. ;
Hazuda, Daria J. ;
Nessly, Michael L. ;
DiNubile, Mark J. ;
Isaacs, Robin D. ;
Nguyen, Bach-Yen ;
Teppler, Hedy .
NEW ENGLAND JOURNAL OF MEDICINE, 2008, 359 (04) :339-354