Synthesis of 2-Amino-4-hydroxyl-6-hydroxymethyl-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidine from 2-Amino-4-hydroxyl-6-methylpyrimidine

被引：0

作者：

Zhang, Zhili ^{[1
]}

Liu, Jie ^{[1
]}

Liu, Weidong ^{[1
]}

Wang, Xiaowei ^{[1
]}

Cheng, Zhijian ^{[3
]}

Liu, Junyi ^{[1
,2
]}

机构：

[1] Peking Univ, Sch Pharmaceut Sci, Dept Biol Chem, Beijing 100083, Peoples R China

[2] Peking Univ, State Key Lab Nat & Biomimet Drug, Beijing 100083, Peoples R China

[3] Coll Jiujiang, Dept Chem, Jiujiang 33200, Peoples R China

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2009年 / 46卷 / 06期

关键词：

THYMIDYLATE SYNTHETASE; ANALOG; INHIBITOR; ACID;

D O I：

10.1002/jhet.197

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of 2-amino-4-hydroxyl-6-hydroxymethyl-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidine 3 is described from 2-amino-6-methyluracil 4 through the crucial step of 2-pivaloyl protecting and cyclization. The assignment of the structure of 3 was performed by its spectral data, the H-1 NMR, C-13 NMR, gHMQC, and HRMS spectra.

引用

页码：1151 / 1153

页数：3

共 50 条

[21] Solid-phase synthesis of 2-substituted 4-amino-7-oxo-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidines: An example of cyclization-assisted cleavage
José L. Falcó
Josep L. Matallana
Jaume Barberena
Jordi Teixidó
José I. Borrell
Molecular Diversity, 2003, 6 : 3 - 11
[22] Discovery of 5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine derivatives as novel selective Axl inhibitors
Inoue, Satoshi
Yamane, Yoshinobu
Tsukamoto, Shuntaro
Murai, Norio
Azuma, Hiroshi
Nagao, Satoshi
Nishibata, Kyoko
Fukushima, Sayo
Ichikawa, Kenji
Nakagawa, Takayuki
Sugi, Naoko Hata
Ito, Daisuke
Kato, Yu
Goto, Aya
Kakiuchi, Dai
Ueno, Takashi
Matsui, Junji
Matsushima, Tomohiro
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2021, 48
[23] Synthesis of 7-arylmethyl-substituted derivatives of 2-amino-2-pyrrolydin- 1-yl-5,6,7,8-tetrahydropyrido-[3,4-d]pyrimidine
Kuznetsov A.Yu.
Chapyshev S.V.
Chemistry of Heterocyclic Compounds, 2007, 43 (9) : 1167 - 1173
[24] SYNTHESIS OF 2-AMINO-5,6,7,8-TETRAHYDRO-4H-CHROMENES
OTTO, HH
ARCHIV DER PHARMAZIE, 1973, 306 (06) : 463 - 469
[25] PYRIDOPYRIMIDINES .14. CONFORMATIONAL STUDIES OF 5,6,7,8-TETRAHYDROPYRIDO[3,2-D]PYRIMIDINES - POTENTIAL MULTISUBSTRATE ANALOG INHIBITORS OF THYMIDYLATE SYNTHETASE
SRINIVASAN, A
BROOM, AD
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (23): : 4391 - 4396
[26] PHARMACOLOGICAL ACTIVITY OF THE ANTIHYPERTENSIVE AGENT 6-BENZOYL-3-HYDRAZINO-5,6,7,8-TETRAHYDROPYRIDO[4,3-C]PYRIDAZINE
SALZMANN, R
BURKI, H
CHU, D
CLARK, B
MARBACH, P
MARKSTEIN, R
REINERT, H
SIEGL, H
WAITE, R
ARZNEIMITTELFORSCHUNG-DRUG RESEARCH, 1979, 29-2 (12): : 1843 - 1853
[27] FACILE SYNTHESIS OF 5,6,7,8-TETRAHYDROPYRIDO[2,1-B]PURIN-10-ONE
KURODA, T
SUZUKI, F
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1993, 30 (03) : 593 - 595
[28] Synthesis and Crystal Structure of 4-Arylamino-6-chloropyrido[3,2-d]pyrimidine
Zhang Fu-Liang
Hong Yi-Ling
Shen Liang
CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2010, 29 (06) : 967 - 971
[29] Synthesis and Crystal Structure of 4-Arylamino-6-chloropyrido[3,2-d]pyrimidine
张福良
洪益玲
沈良
结构化学, 2010, 29 (06) : 967 - 971
[30] 7-Benzyl-3-(4-chlorophenyl)-2-isobutylamino-5,6,7,8-tetrahydropyrido[4 ',3 ': 4,5]thieno[2,3-d] pyrimidin-4(3H)-one
Chen, Hong
Liao, Quan-Bin
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O822 - U2851

← 1 2 3 4 5 →