摘要
以不对称环氧化和双羟化反应为构筑手性碳的关键步骤,首次合成了(+)-(2R,3S,4S,5S)-6-甲基-4,5-环氧-2,3-二羟基-庚酸乙酯(5)和(-)-(2R,3S,4R,5S)-6-甲基-2,3,4,5-四羟基-庚酸乙酯(11).找到一条适宜于该类化合物合成的简便有效且立体选择性好的合成路线.初步生物活性测试表明,化合物5,11对HL60细胞具有抑制活性.
The first synthesis of ethyl (+)-(2R,3S,4S,5S)-4,5-epoxy-2,3-dihydroxy-6-methyl heptanoate (5) and ethyl (-)-(2R,3S,4R,5S)-2,3,4,5-tetrahydroxy-6-methyl heptanoate (11) was achieved and the key steps involved the construction of chiral carbon centers by the asymmetric epoxidation and dihydroxylation. This efficiently concise strategy has better stereochemistry and is adapted to the synthesis of polyhydroxyl fatty acid analogues. The primary tests of compounds 5 and 11 showed better inhibitory activities against HL60 cell line.
出处
《化学学报》
SCIE
CAS
CSCD
北大核心
2007年第1期32-36,共5页
Acta Chimica Sinica
关键词
(+)-(2R
3S
4S
5S)-6-甲基-4
5-环氧-2
3-二羟基-庚酸乙酯
(-)-(2R
3S
4R
5S)-6-甲基-2
3A
5-四羟基一庚酸乙酯:
不对称双羟化反应
抗肿瘤活性
ethyl (+)-(2R,3S,4S,5S)-4,5-epoxy-2,3-dithydroxy-6-methyl heptanoate
ethyl (-)-(2R,3S,4R, 5S)-2,3,4,5-tetrahydroxy-6-methyl heptanoate
asymmetric dihydroxylation
antitumor activity