Ceric ammonium nitrate impregnated on silica gel in the removal of thetert-butoxycarbonyl group

Jih Ru Hwu; Moti L. Jain; Fu Yuan Tsai; A. Balakumar; G. H. Hakimelahi; Shwu Chen Tsay

Ceric ammonium nitrate impregnated on silica gel in the removal of thetert-butoxycarbonyl group

Jih Ru Hwu^*, Moti L. Jain, Fu Yuan Tsai, A. Balakumar, G. H. Hakimelahi, Shwu Chen Tsay

^*Corresponding author for this work

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

11 Scopus citations

Abstract

The tert-butoxycarbonyl group was efficiently (80-99% yields) removed from an amino, hydroxy, or mercapto functionality in organic compounds by use of 0.20 equiv of Ce(NH₄)₂(NO₃)₆ in acetonitrile at reflux. Application of the solid-supported reagent involving the use of 0.20 equiv of Ce(NH₄)₂(NO₃)₆ impregnated on silica gel in toluene at reflux gave the deprotected products in 90-99% yields. These reactions likely proceed through an electron transfer process.

Original language	English
Pages (from-to)	28-36
Number of pages	9
Journal	Arkivoc
Volume	2002
Issue number	9
State	Published - 2002
Externally published	Yes

Keywords

Amino ester
Ceric ammonium nitrate
Deprotection
Silica gel
tert-butoxycarbonyl

Cite this

@article{389e7dd3444447328e766d42b786adc4,

title = "Ceric ammonium nitrate impregnated on silica gel in the removal of thetert-butoxycarbonyl group",

abstract = "The tert-butoxycarbonyl group was efficiently (80-99\% yields) removed from an amino, hydroxy, or mercapto functionality in organic compounds by use of 0.20 equiv of Ce(NH4)2(NO3)6 in acetonitrile at reflux. Application of the solid-supported reagent involving the use of 0.20 equiv of Ce(NH4)2(NO3)6 impregnated on silica gel in toluene at reflux gave the deprotected products in 90-99\% yields. These reactions likely proceed through an electron transfer process.",

keywords = "Amino ester, Ceric ammonium nitrate, Deprotection, Silica gel, tert-butoxycarbonyl",

author = "Hwu, \{Jih Ru\} and Jain, \{Moti L.\} and Tsai, \{Fu Yuan\} and A. Balakumar and Hakimelahi, \{G. H.\} and Tsay, \{Shwu Chen\}",

year = "2002",

language = "英语",

volume = "2002",

pages = "28--36",

journal = "Arkivoc",

issn = "1424-6376",

number = "9",

}

TY - JOUR

T1 - Ceric ammonium nitrate impregnated on silica gel in the removal of thetert-butoxycarbonyl group

AU - Hwu, Jih Ru

AU - Jain, Moti L.

AU - Tsai, Fu Yuan

AU - Balakumar, A.

AU - Hakimelahi, G. H.

AU - Tsay, Shwu Chen

PY - 2002

Y1 - 2002

N2 - The tert-butoxycarbonyl group was efficiently (80-99% yields) removed from an amino, hydroxy, or mercapto functionality in organic compounds by use of 0.20 equiv of Ce(NH4)2(NO3)6 in acetonitrile at reflux. Application of the solid-supported reagent involving the use of 0.20 equiv of Ce(NH4)2(NO3)6 impregnated on silica gel in toluene at reflux gave the deprotected products in 90-99% yields. These reactions likely proceed through an electron transfer process.

AB - The tert-butoxycarbonyl group was efficiently (80-99% yields) removed from an amino, hydroxy, or mercapto functionality in organic compounds by use of 0.20 equiv of Ce(NH4)2(NO3)6 in acetonitrile at reflux. Application of the solid-supported reagent involving the use of 0.20 equiv of Ce(NH4)2(NO3)6 impregnated on silica gel in toluene at reflux gave the deprotected products in 90-99% yields. These reactions likely proceed through an electron transfer process.

KW - Amino ester

KW - Ceric ammonium nitrate

KW - Deprotection

KW - Silica gel

KW - tert-butoxycarbonyl

UR - https://www.scopus.com/pages/publications/3242726884

M3 - 文章

AN - SCOPUS:3242726884

SN - 1424-6376

VL - 2002

SP - 28

EP - 36

JO - Arkivoc

JF - Arkivoc

IS - 9

ER -

Ceric ammonium nitrate impregnated on silica gel in the removal of thetert-butoxycarbonyl group

Abstract

Keywords

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