Citation: Yong Hai Liu, Da Li Li, Lu De Lu, Zhen Yuan Miao. Convenient synthesis of (2S,3R,4R,5S,6R)-2-(3-(4-ethylbenzyl)-4-chlorophenyl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol[J]. Chinese Chemical Letters, ;2008, 19(7): 814-816. doi: 10.1016/j.cclet.2008.05.009 shu

Convenient synthesis of (2S,3R,4R,5S,6R)-2-(3-(4-ethylbenzyl)-4-chlorophenyl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol

a School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China;
b School of Pharmacy, Second Military Medical University, Shanghai 200433, China

Received Date: 20 March 2008

A convenient approach for the preparation of (2S,3R,4R,5S,6R)-2-(3-(4-ethylbenzyl)-4-chlorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 1 is developed.The target compound via four steps is synthesized from 4-bromo-2-(bromomethyl)-1-chlorobenzene and the isomers of undesired ortho-products were avoided during the preparation.
- Type 2 diabetes,
- Sodium glucose co-transporter 2,
- Inhibitor,
- Preparation
1. [1]
  Chunyu Yan , Qinglong Qiao , Wei Zhou , Xuelian Zhou , Yonghui Chen , Lu Miao , Zhaochao Xu . FRET-based in vitro assay for rapid detecting of SARS-CoV-2 entry inhibitors. Chinese Chemical Letters, 2025, 36(5): 110258-. doi: 10.1016/j.cclet.2024.110258
2. [2]
  Zhexin Chen , Yuqing Shi , Fang Zhong , Kai Zhang , Furong Zhang , Shenghong Xie , Zhongbin Cheng , Qian Zhou , Yi-You Huang , Hai-Bin Luo . Discovery of amentoflavone as a natural PDE4 inhibitor with anti-fibrotic effects. Chinese Chemical Letters, 2025, 36(4): 109956-. doi: 10.1016/j.cclet.2024.109956
3. [3]
  Jia Fu , Shilong Zhang , Lirong Liang , Chunyu Du , Zhenqiang Ye , Guangming Chen . PEDOT-based thermoelectric composites: Preparation, mechanism and applications. Chinese Chemical Letters, 2024, 35(9): 109804-. doi: 10.1016/j.cclet.2024.109804
4. [4]
  Le Yang , Hongye Wei , Zhihe Qing , Linlin Wu . AuNP@DNA nanoflares: Preparation and application in bioanalysis and biomedicine. Chinese Chemical Letters, 2025, 36(8): 110524-. doi: 10.1016/j.cclet.2024.110524
5. [5]
  Han Yuan , Fengcai Zhang , Hongzhe Huang , Jiafei Wu , Yi Yang , Wanyi Huang , Dongjing Yang , Zhuoming Li , Zhe Li , Ling Huang , Yi-You Huang , Hai-Bin Luo , Lei Guo . Discovery of 3-trifluoromethyl-substituted pyrazoles as selective phosphodiesterase 10A inhibitors for orally attenuating isoprenaline-induced cardiac hypertrophy. Chinese Chemical Letters, 2025, 36(4): 109965-. doi: 10.1016/j.cclet.2024.109965
6. [6]
  Jia Chen , Yun Liu , Zerong Long , Yan Li , Hongdeng Qiu . Colorimetric detection of α-glucosidase activity using Ni-CeO₂ nanorods and its application to potential natural inhibitor screening. Chinese Chemical Letters, 2024, 35(9): 109463-. doi: 10.1016/j.cclet.2023.109463
7. [7]
  Shuheng Zhang , Yuanyuan Zhang , Wanyu Wang , Yuzhu Hu , Xinchuan Chen , Bilan Wang , Xiang Gao . A combination strategy of DOX and VEGFR-2 targeted inhibitor based on nanomicelle for enhancing lymphoma therapy. Chinese Chemical Letters, 2024, 35(12): 109658-. doi: 10.1016/j.cclet.2024.109658
8. [8]
  Fei ZHOU , Xiaolin JIA . Co₃O₄/TiO₂ composite photocatalyst: Preparation and synergistic degradation performance of toluene. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2232-2240. doi: 10.11862/CJIC.20240236
9. [9]
  Qiuping Liu , Yongxian Fan , Wenxian Chen , Mengdi Wang , Mei Mei , Genrong Qiang . Design of Ideological and Political Education for the Preparation Experiment of Ferrous Sulfate. University Chemistry, 2024, 39(2): 116-120. doi: 10.3866/PKU.DXHX202309083
10. [10]
  Hongwei Ding , Jingjing Yang , Yongchen Shuai , Di Wei , Xueliang Liu , Guiying Li , Lin Jin , Jianliang Shen . In situ preparation of tannin-mediated CeO₂@CuS nanocomposites for multimodal wound therapy. Chinese Chemical Letters, 2025, 36(6): 110286-. doi: 10.1016/j.cclet.2024.110286
11. [11]
  Yadong Li , Feng-Huan Du , Junjie Li , Jun Xu , Zhifang Yang , Shanshan Li , Chi Zhang , Yunfei Du . Preparation of benziodazole-triflate and its application as both 2-iodobenzamido- and triflate-transfer reagents. Chinese Chemical Letters, 2025, 36(6): 110338-. doi: 10.1016/j.cclet.2024.110338
12. [12]
  Zhangyong LIU , Lihui XU , Yue YANG , Liming WANG , Hong PAN , Xinzhe HUANG , Xueqiang FU , Yingxiu ZHANG , Meiran DOU , Meng WANG , Yi TENG . Preparation and photocatalytic performance of Cs_xWO₃/TiO₂ based on full spectral response. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1445-1464. doi: 10.11862/CJIC.20240345
13. [13]
  Yongming Guo , Jie Li , Chaoyong Liu . Green Improvement and Educational Design in the Synthesis and Characterization of Silver Nanoparticles. University Chemistry, 2024, 39(3): 258-265. doi: 10.3866/PKU.DXHX202309057
14. [14]
  Yufan Pan , Xue Ding , Jiayu Lin , Haiting Wu , Hairong Huang , Cuixue Chen , Meiling Ye . Oil Cosmetics, Charming Chemistry: A Gradient Science Popularization Scheme for Cream Cosmetic Preparation. University Chemistry, 2025, 40(4): 382-389. doi: 10.12461/PKU.DXHX202406078
15. [15]
  Lingqi Zhang , Hairong Huang , Jialin Li , Li Ji , Yufan Pan , Meiling Ye , Cuixue Chen , Shunü Peng . 桂花碳量子点的绿色制备及科普应用方案. University Chemistry, 2025, 40(8): 298-306. doi: 10.12461/PKU.DXHX202409138
16. [16]
  Chunling Qin , Shuang Chen , Hassanien Gomaa , Mohamed A. Shenashen , Sherif A. El-Safty , Qian Liu , Cuihua An , Xijun Liu , Qibo Deng , Ning Hu . Regulating HER and OER Performances of 2D Materials by the External Physical Fields. Acta Physico-Chimica Sinica, 2024, 40(9): 2307059-0. doi: 10.3866/PKU.WHXB202307059
17. [17]
  Qingwang LIU . MoS₂/Ag/g-C₃N₄ Z-scheme heterojunction: Preparation and photocatalytic performance. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 821-832. doi: 10.11862/CJIC.20240148
18. [18]
  Wenya Li , Yuanqi Yang , Yuqing Yang , Min Liang , Huizi Li , Xi Ke , Liying Liu , Yan Sun , Chunsheng Li , Zhicong Shi , Su Ma . Insights into magnesium and titanium co-doping to stabilize the O3-type NaCrO₂ cathode material for sodium-ion batteries. Chinese Chemical Letters, 2025, 36(10): 110388-. doi: 10.1016/j.cclet.2024.110388
19. [19]
  Xuan Wang , Peng Sun , Siteng Yuan , Lu Yue , Yufeng Zhao . P2-type low-cost and moisture-stable cathode for sodium-ion batteries. Chinese Chemical Letters, 2025, 36(5): 110015-. doi: 10.1016/j.cclet.2024.110015
20. [20]
  Tian TIAN , Meng ZHOU , Jiale WEI , Yize LIU , Yifan MO , Yuhan YE , Wenzhi JIA , Bin HE . Ru-doped Co₃O₄/reduced graphene oxide: Preparation and electrocatalytic oxygen evolution property. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 385-394. doi: 10.11862/CJIC.20240298

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(1004)
HTML views(23)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Address：Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888

DownLoad: Full-Size Img PowerPoint

Return