Citation: Hong Zhu MA, Bo WANG, Qi Zhen SHI. A Practical Synthesis of (S)-(+)-2-(6'-methoxyl-2-naphthyl) propionic Acid[J]. Chinese Chemical Letters, ;2002, 13(6): 505-508. shu

A Practical Synthesis of (S)-(+)-2-(6'-methoxyl-2-naphthyl) propionic Acid

Department of Chemistry, Northwest University, ShaanXi Key Laboratory of Physico-Inorganic Chemistry, Xi抋n 710068

Received Date: 3 September 2001

A simplified procedure for enantioselective synthesis of (S)-(+)-2-(6'-methoxyl-2-naphthyl) propionic acid ((S)-(+)-naproxen), starting from (6-methoxy-α-naphthyl)-1-propanone,with D-mannitol as auxiliary catalyzed by SmCl₃ in one-pot is described. The yield is 87.5%(ee value 99%).
- Auxiliary,
- D-mannitol,
- enantioselective synthesis,
- one-pot,
- (S)-(+)-naproxen
1. [1]
  Min Fu , Ruihan Wang , Wenqiang Liu , Sen Zhou , Chunhong Zhong , Yaohao Li , Pan He , Xin Li , Shiying Shang , Zhongping Tan . Improved one-pot protein synthesis enabled by a more precise assessment of peptide arylthioester reactivity. Chinese Chemical Letters, 2025, 36(7): 110542-. doi: 10.1016/j.cclet.2024.110542
2. [2]
  Jun-Gang Wang , Bing-Yi Zhou , Yao-Luo Hu , Yong-Dong Du , Rong-He Wu , Chun-Yan Wu , Wen-Chao Yang , An-Xin Wu . Atom-swapping skeletal editing of benzo[c]oxepines for the construction of 2-benzodiazepines via a continuous manufacturing one-pot synthesis. Chinese Chemical Letters, 2026, 37(4): 111200-. doi: 10.1016/j.cclet.2025.111200
3. [3]
  Yu Pang , Min Wang , Ning-Hua Yang , Min Xue , Yong Yang . One-pot synthesis of a giant twisted double-layer chiral macrocycle via [4 + 8] imine condensation and its X-ray structure. Chinese Chemical Letters, 2024, 35(10): 109575-. doi: 10.1016/j.cclet.2024.109575
4. [4]
  Chun-Ying Xu , Xiao-Lin Luan , Yuan-Yuan Cui , Cheng-Xiong Yang . One-pot in situ doping synthesis of phenylboronic acid-functionalized magnetic-cyclodextrin microporous organic network for specific enrichment and detection of sulfonylurea herbicides. Chinese Chemical Letters, 2025, 36(9): 110937-. doi: 10.1016/j.cclet.2025.110937
5. [5]
  Ren Shen , Yanmei Fang , Chunxiao Yang , Quande Wei , Pui-In Mak , Rui P. Martins , Yanwei Jia . UV-assisted ratiometric fluorescence sensor for one-pot visual detection of Salmonella. Chinese Chemical Letters, 2025, 36(4): 110143-. doi: 10.1016/j.cclet.2024.110143
6. [6]
  Mengxing Liu , Jing Liu , Hongxing Zhang , Jianan Tao , Peiwen Fan , Xin Lv , Wei Guo . One-pot accessing of meso–aryl heptamethine indocyanine NIR fluorophores and potential application in developing dye-antibody conjugate for imaging tumor. Chinese Chemical Letters, 2025, 36(4): 109994-. doi: 10.1016/j.cclet.2024.109994
7. [7]
  Kai Zhu , Lei Yang , Yang Yang , Yanqi Wu , Fengzhi Zhang . Recent advances toward the catalytic enantioselective synthesis of planar chiral cyclophanes. Chinese Chemical Letters, 2025, 36(7): 110678-. doi: 10.1016/j.cclet.2024.110678
8. [8]
  Yan XU , Suzhi LI , Yan LI , Lushun FENG , Wentao SUN , Xinxing LI . Structure variation of cadmium naphthalene-diphosphonates with the changing rigidity of N-donor auxiliary ligands. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 395-406. doi: 10.11862/CJIC.20240226
9. [9]
  Xiaxia LIU , Xiaofang MA , Luxia GUO , Xianda HAN , Sisi FENG . Structure and magnetic properties of Mn(Ⅱ) coordination polymers regulated by N-auxiliary ligands. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 587-596. doi: 10.11862/CJIC.20240269
10. [10]
  Gaorong Wu , Tao Ma . Recent advanced in C–H borylation using BX₃ with different directing group auxiliary. Chinese Chemical Letters, 2026, 37(3): 111739-. doi: 10.1016/j.cclet.2025.111739
11. [11]
  Fengqing Wang , Changxing Qi , Chunmei Chen , Qin Li , Qingyi Tong , Weiguang Sun , Zhengxi Hu , Minyan Wang , Hucheng Zhu , Lianghu Gu , Yonghui Zhang . Discovery and enantioselective total synthesis of antitumor agent asperfilasin A via a regio- and diastereoselective Nazarov cyclization. Chinese Chemical Letters, 2025, 36(6): 110252-. doi: 10.1016/j.cclet.2024.110252
12. [12]
  Yan-E Zhang , Yingtao Jiang , Yun Zhang , Hu Wang , Zitong Wu , Rui Li , Yumiao Ma , Tao Tu . Enantioselective synthesis of bulky planar-chiral pillar[n]arenes through dynamic kinetic resolution. Chinese Chemical Letters, 2025, 36(12): 111201-. doi: 10.1016/j.cclet.2025.111201
13. [13]
  Yongli Liu , Dan Xu , Yuanyuan Ping , Nengzhong Wang , Wangqing Kong . Enantioselective synthesis of α-aryl ketones via cross-hydroacylation of two distinct alkenes. Chinese Chemical Letters, 2026, 37(3): 111893-. doi: 10.1016/j.cclet.2025.111893
14. [14]
  Long Yin , Yuxin Shi , Rong Meng , Jiapei Shan , Weiwei Sun , Weijun Yao , Xiaowei Dou , Dong Guo . Development and enantioselective synthesis of spirobiindoles via Rh-catalyzed asymmetric arylation-spirocyclization sequence. Chinese Chemical Letters, 2026, 37(3): 111258-. doi: 10.1016/j.cclet.2025.111258
15. [15]
  Jun Shi , Xueting Zhou , Bing-Qing Yang , Biaobiao Jiang , Wei Wu , Hai Ren . Single-electron transfer enables enantioselective synthesis of spirooxindoles via dual copper and phosphoric acid catalysis. Chinese Chemical Letters, 2026, 37(4): 111250-. doi: 10.1016/j.cclet.2025.111250
16. [16]
  Junying LI , Xinyan CHEN , Xihui DIAO , Muhammad Yaseen , Chao CHEN , Hao WANG , Chuansong QI , Wei LI . Chiral fluorescent sensor Tb³⁺@Cd-CP based on camphoric acid for the enantioselective recognition of R- and S-propylene glycol. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2497-2504. doi: 10.11862/CJIC.20240084
17. [17]
  Liyong Ding , Zhenhua Pan , Qian Wang . 2D photocatalysts for hydrogen peroxide synthesis. Chinese Chemical Letters, 2024, 35(12): 110125-. doi: 10.1016/j.cclet.2024.110125
18. [18]
  Dan PENG , Hao WANG , Yanyan WANG , Hongpeng YOU , Wuping LIAO . Synthesis and fluorescent properties of a one-dimensional Tb-calixarene complex as a luminescent thermometer material. Chinese Journal of Inorganic Chemistry, 2025, 41(9): 1859-1866. doi: 10.11862/CJIC.20250128
19. [19]
  Xinyu Gu , Jun Yu , Huiyu Sun , Nannan Zhang , Zhengying Wu , Yukou Du . One-step synthesis of trimetallic PdCuNi porous nanoflowers for enhanced alcohol oxidation. Chinese Chemical Letters, 2026, 37(1): 111756-. doi: 10.1016/j.cclet.2025.111756
20. [20]
  Guoju Guo , Xufeng Li , Jie Ma , Yongjia Shi , Jian Lv , Daoshan Yang . Photocatalyst/metal-free sequential C–N/C–S bond formation: Synthesis of S-arylisothioureas via photoinduced EDA complex activation. Chinese Chemical Letters, 2024, 35(11): 110024-. doi: 10.1016/j.cclet.2024.110024

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(1311)
HTML views(18)

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