Study on synthesis of ethyl 3-Oxo-(S)-(+)-6,7-di-O-  idsopropylidene- 6,7-dihydroxyheptanoate

Adv search

Chin. J. Org. Chem. ›› 2001, Vol. 21 ›› Issue (1): 71-74. Previous Articles Next Articles

(S)-(+)-6,7-丙酮缩二醇-3-酮-庚酸乙酯的合成研究

刘俊义;马小艳

北京医科大学生物有机化学系

发布日期:2001-01-25

Study on synthesis of ethyl 3-Oxo-(S)-(+)-6,7-di-O- idsopropylidene- 6,7-dihydroxyheptanoate

Liu Junyi;Ma Xiaoyan

Published:2001-01-25

Share

Abstract

As key starting material in synthesis of HIV-RT inhibitors, Etyhl 3- oxo-(S)-(+)-6,7-di-O-isopropylidene-6,7-dihydroxyheptanoate (1) was synthesized from (S)-(+)-glutamic acid and Meldrm's acid (7) through six steps of reactions. The struchures of all compounds were characterized by elemental analysis, IR, 1^H NMR, 13^C NMR and MS.

Key words: DIAZOTIZATION, KETAL, GLUTAMIC ACID, GAMMA- BUTYRELACTONE, MALONIC ACID P, ISOPROPYL ESTER

CLC Number:

O629

Cite this article

Liu Junyi;Ma Xiaoyan. Study on synthesis of ethyl 3-Oxo-(S)-(+)-6,7-di-O- idsopropylidene- 6,7-dihydroxyheptanoate[J]. Chin. J. Org. Chem., 2001, 21(1): 71-74.

[1]	Runhong Jia, Shuai Liu, Shichao Wang, Wenjuan Hao, Bo Jiang. A Solvent-Regulated Dediazotized Oxygenation of α-Aryl α-Diazoesters and 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) [J]. Chinese Journal of Organic Chemistry, 2022, 42(9): 2814-2822.
[2]	Xinlei Liu, Leichuan Xu, Xinkun An, Jiazhen Jiang, Ming'an Wang. Synthesis and Larvicidal Activity of Palmarumycin B₆ Analogues [J]. Chinese Journal of Organic Chemistry, 2022, 42(2): 519-525.
[3]	Hui Yan, Man Zhang, Lin Li, Teng Hu, Wulin Yang. Advances in the Catalytic Asymmetric Synthesis of Chiral Spiroketals [J]. Chinese Journal of Organic Chemistry, 2022, 42(11): 3640-3657.
[4]	Changming Xu, Jincheng Huang. Highly Efficient Synthesis of 1H-Indazole-3-carboxylic Acid Derivatives via Diazotization Reaction [J]. Chinese Journal of Organic Chemistry, 2021, 41(8): 3256-3263.
[5]	Yu Zheng, Zhenzhen Xie, Kai Chen,, Haoyue Xiang,, Hua Yang,. Application of Organocatalysis in Asymmetric Construction of Nitrogen-Containing Heterocyclic Compounds [J]. Chinese Journal of Organic Chemistry, 2021, 41(1): 1-11.
[6]	Liu Teng. Recent Progress on Quinone Imine Ketals: Synthesis and Applications [J]. Chinese Journal of Organic Chemistry, 2020, 40(9): 2678-2691.
[7]	Li Qingxue, Li Mengwei, Shi Shaoqing, Ji Xiaoshuang, He Chunlan, Jiang Bo, Hao Wenjuan. PhI(OAc)₂-Mediated Dediazodioxygenation of α-Diazo Carbonyls [J]. Chinese Journal of Organic Chemistry, 2020, 40(2): 384-390.
[8]	Liu Xinlei, Zhao Yu, Wang Weiwei, Wang Ming'an, Zhou Ligang. Recent Progress of Natural Product Spirobisnaphthalenes [J]. Chin. J. Org. Chem., 2017, 37(11): 2883-2894.
[9]	Qian Pengfei, Wan Huixin, Jiang Jing, Hu Yanwei, Chen Xiaobei, Zhang Shilei. Discovery of a Special Intramolecular Aldol-Like Reaction in the Synthesis of Related Substance E of Tadalafil [J]. Chin. J. Org. Chem., 2016, 36(8): 1878-1882.
[10]	Wu Jiang, Huang Shao-Xu. Aluminum(III) Salts Promoted Transamination of Glutamic Acid for the Synthesis of α-Ketoglutaric Acid [J]. Chin. J. Org. Chem., 2015, 35(9): 1991-1993.
[11]	Fu Xinghua, Fan Jianjian, Zou Aizong, Yu Juan, He Guangke, Zhu Hongjun. Asymmetric Synthesis of 2-Azabicyclo[3.1.0]hexane-3- carboxylic Acid [J]. Chin. J. Org. Chem., 2014, 34(8): 1616-1622.
[12]	Feng Tao, Si Changmei, Liu Rucheng, Fan Xiang, Wei Bangguo. Asymmetric Allylation of N,O-Acetal and Application in the Synthesis of Epiquinamide and (+)-Febrifugine [J]. Chin. J. Org. Chem., 2013, 33(06): 1291-1297.
[13]	LI Chun-Lei, WANG Yan-Chao, TAN Ying-Ying, LI Shuo, YANG Zhong-Duo. Stereospecific Synthesis of (2S,4S)/(2S,4R)-4-Fluoroglutamic Acids Base on Natural Chiral Source (4R)-Hydroxyproline [J]. Chin. J. Org. Chem., 2010, 30(12): 1931-1934.
[14]	Zhang, Qunzheng ^*,a,b Dong, Yan ^a Nan, Yefei ^c Cai, Xuediao ^a Zheng, Xiaohui^c. Synthesis of β-(3,4-Dihydroxyphenyl)-α-hydroxy Propionic Acid Esters [J]. Chin. J. Org. Chem., 2009, 29(9): 1466-1469.
[15]	ZHOU Jia-Dong, CAO Fei, WANG Ru-Xia, ZHANG Xiao-Long, YANG Ying, YING Han-Jie, HUI Ping. A Novel Method for the Synthesis of γ-L-Glutamyl Dipeptides Based on a Complexing Co-protection Strategy [J]. Chin. J. Org. Chem., 2009, 29(12): 1956-1962.

(S)-(+)-6,7-丙酮缩二醇-3-酮-庚酸乙酯的合成研究

Study on synthesis of ethyl 3-Oxo-(S)-(+)-6,7-di-O- idsopropylidene- 6,7-dihydroxyheptanoate

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments