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Citation: HAN Liang, LI Zheng-Ming, YANG Na, ZHANG Yun, GUO Wei-Ming. Syntheses and Characterization of (R)-3-O-acyl-2-O-benzyl-glycerodialkyl phosphates[J]. Chinese Journal of Applied Chemistry, ;2005, 22(6): 630-633. shu

Syntheses and Characterization of (R)-3-O-acyl-2-O-benzyl-glycerodialkyl phosphates

1.
a Institute of Elemento-Organic Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071;
2.
b College of Horticulture, Nanjing Agricultural University, Nanjing

Corresponding author: LI Zheng-Ming,
Received Date: 29 August 2004
Available Online: 4 November 2004
Fund Project: 南开大学元素有机化学国家重点实验室资助项目(0204) (0204)

The hydroxy of the chiral source D-mannitol was protected via the formation of acetal and benzyl ether,and then chiral synthon 4 was prepared after the deprotection and oxygenolysis of the protected D-mannitol.Eight new (R)-3-O-acyl-2-O-benzyl-glycerodialkyl phosphates 7a~7h were synthesized from chiral synthon 4 via the introduction of fatty acyl group with different chain length,deprotection and coupling with dialkyl phosphorochloridate.Owing to the acyl migration during the preparation,the compounds 7a~7h may be racemized to some extent,which is especially obvious in the preparation of compound 7d.The structures of the targeted molecules were confirmed by ¹H NMR and elemental analysis,and their specific rotation powers were measured.
- (R)-0-acyl-0-benzyl-glycerodialkyl phosphate,
- phospholipid analogue,
- bio-active substance
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