Biologically-cleavable phosphate protective groups: 4-Acyloxy-1,3,2-dioxaphosphorinanes as neutral latent precursors of dianionic phosphates

D. Farquhar; S. Khan; M. C. Wilkerson; B. S. Anderson

doi:10.1016/0040-4039(94)02344-B

Biologically-cleavable phosphate protective groups: 4-Acyloxy-1,3,2-dioxaphosphorinanes as neutral latent precursors of dianionic phosphates

D. Farquhar, S. Khan, M. C. Wilkerson, B. S. Anderson

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

14 Scopus citations

Abstract

2-Phenoxy-2-oxo-4-pivaloyloxy-1,3,2-dioxophosphorinane (1) was prepared as a stable, neutral precursor of phenyl phosphate. In the presence of 20% human plasma, 1 was converted quantitatively to phenyl phosphate with a half-life of 15 min.

Original language	English (US)
Pages (from-to)	655-658
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	5
DOIs	https://doi.org/10.1016/0040-4039(94)02344-B
State	Published - Jan 30 1995
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

Access to Document

10.1016/0040-4039(94)02344-B

Cite this

@article{62b21b72f2074c199b6d2dffac2da41d,

title = "Biologically-cleavable phosphate protective groups: 4-Acyloxy-1,3,2-dioxaphosphorinanes as neutral latent precursors of dianionic phosphates",

abstract = "2-Phenoxy-2-oxo-4-pivaloyloxy-1,3,2-dioxophosphorinane (1) was prepared as a stable, neutral precursor of phenyl phosphate. In the presence of 20% human plasma, 1 was converted quantitatively to phenyl phosphate with a half-life of 15 min.",

author = "D. Farquhar and S. Khan and Wilkerson, {M. C.} and Anderson, {B. S.}",

year = "1995",

month = jan,

day = "30",

doi = "10.1016/0040-4039(94)02344-B",

language = "English (US)",

volume = "36",

pages = "655--658",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "5",

}

TY - JOUR

T1 - Biologically-cleavable phosphate protective groups

T2 - 4-Acyloxy-1,3,2-dioxaphosphorinanes as neutral latent precursors of dianionic phosphates

AU - Farquhar, D.

AU - Khan, S.

AU - Wilkerson, M. C.

AU - Anderson, B. S.

PY - 1995/1/30

Y1 - 1995/1/30

N2 - 2-Phenoxy-2-oxo-4-pivaloyloxy-1,3,2-dioxophosphorinane (1) was prepared as a stable, neutral precursor of phenyl phosphate. In the presence of 20% human plasma, 1 was converted quantitatively to phenyl phosphate with a half-life of 15 min.

AB - 2-Phenoxy-2-oxo-4-pivaloyloxy-1,3,2-dioxophosphorinane (1) was prepared as a stable, neutral precursor of phenyl phosphate. In the presence of 20% human plasma, 1 was converted quantitatively to phenyl phosphate with a half-life of 15 min.

UR - http://www.scopus.com/inward/record.url?scp=0028860262&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0028860262&partnerID=8YFLogxK

U2 - 10.1016/0040-4039(94)02344-B

DO - 10.1016/0040-4039(94)02344-B

M3 - Article

AN - SCOPUS:0028860262

SN - 0040-4039

VL - 36

SP - 655

EP - 658

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 5

ER -

Biologically-cleavable phosphate protective groups: 4-Acyloxy-1,3,2-dioxaphosphorinanes as neutral latent precursors of dianionic phosphates

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this