A versatile approach to PI(3,4)P2, PI(4,5)P2, and PI(3,4,5)P3 from L-(-)-Quebrachitol

Lixin Qiao; Youhong Hu; Fajun Nan; Garth Powis; Alan P. Kozikowski

doi:10.1021/ol991188y

A versatile approach to PI(3,4)P₂, PI(4,5)P₂, and PI(3,4,5)P₃ from L-(-)-Quebrachitol

Lixin Qiao, Youhong Hu, Fajun Nan, Garth Powis, Alan P. Kozikowski

Research output: Contribution to journal › Article › peer-review

23 Scopus citations

Abstract

(matrix presented) PI(3,4)P₂ R¹ = R² = PO₃H₂, R³ = H ; L-(-)-quebrachitol PI(4,5)P₂ R¹ = H, R² = R³ = PO₃H₂ ; PI(3,4,5)P₃ R¹ = R² = R³ = PO₃H₂ ; A versatile synthesis of PI(3,4)P₂, PI(4,5)P₂, and PI(3,4,5)P₃ is disclosed, starting from L-(-)-quebrachitol, a byproduct of latex production. The crystalline nature of most intermediates and the utilization of inexpensive protecting groups facilitate this synthetic route and its scale-up.

Original language	English (US)
Pages (from-to)	115-117
Number of pages	3
Journal	Organic Letters
Volume	2
Issue number	2
DOIs	https://doi.org/10.1021/ol991188y
State	Published - Jan 27 2000
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "A versatile approach to PI(3,4)P2, PI(4,5)P2, and PI(3,4,5)P3 from L-(-)-Quebrachitol",

abstract = "(matrix presented) PI(3,4)P2 R1 = R2 = PO3H2, R3 = H ; L-(-)-quebrachitol PI(4,5)P2 R1 = H, R2 = R3 = PO3H2 ; PI(3,4,5)P3 R1 = R2 = R3 = PO3H2 ; A versatile synthesis of PI(3,4)P2, PI(4,5)P2, and PI(3,4,5)P3 is disclosed, starting from L-(-)-quebrachitol, a byproduct of latex production. The crystalline nature of most intermediates and the utilization of inexpensive protecting groups facilitate this synthetic route and its scale-up.",

author = "Lixin Qiao and Youhong Hu and Fajun Nan and Garth Powis and Kozikowski, {Alan P.}",

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TY - JOUR

T1 - A versatile approach to PI(3,4)P2, PI(4,5)P2, and PI(3,4,5)P3 from L-(-)-Quebrachitol

AU - Qiao, Lixin

AU - Hu, Youhong

AU - Nan, Fajun

AU - Powis, Garth

AU - Kozikowski, Alan P.

PY - 2000/1/27

Y1 - 2000/1/27

N2 - (matrix presented) PI(3,4)P2 R1 = R2 = PO3H2, R3 = H ; L-(-)-quebrachitol PI(4,5)P2 R1 = H, R2 = R3 = PO3H2 ; PI(3,4,5)P3 R1 = R2 = R3 = PO3H2 ; A versatile synthesis of PI(3,4)P2, PI(4,5)P2, and PI(3,4,5)P3 is disclosed, starting from L-(-)-quebrachitol, a byproduct of latex production. The crystalline nature of most intermediates and the utilization of inexpensive protecting groups facilitate this synthetic route and its scale-up.

AB - (matrix presented) PI(3,4)P2 R1 = R2 = PO3H2, R3 = H ; L-(-)-quebrachitol PI(4,5)P2 R1 = H, R2 = R3 = PO3H2 ; PI(3,4,5)P3 R1 = R2 = R3 = PO3H2 ; A versatile synthesis of PI(3,4)P2, PI(4,5)P2, and PI(3,4,5)P3 is disclosed, starting from L-(-)-quebrachitol, a byproduct of latex production. The crystalline nature of most intermediates and the utilization of inexpensive protecting groups facilitate this synthetic route and its scale-up.

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A versatile approach to PI(3,4)P₂, PI(4,5)P₂, and PI(3,4,5)P₃ from L-(-)-Quebrachitol

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