Orthogonality and compatibility between Tsc and Fmoc amino-protecting groups

Jin Seok Choi; Hunhui Kang; Nakcheol Jeong; Hogyu Han

doi:10.1016/j.tet.2004.12.052

Orthogonality and compatibility between Tsc and Fmoc amino-protecting groups

Jin Seok Choi, Hunhui Kang, Nakcheol Jeong, Hogyu Han

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

12 Citations (Scopus)

Abstract

New deprotection conditions that provide a complete orthogonality between Tsc and Fmoc amino-protecting groups are described. The potential of these orthogonal deprotection conditions was then demonstrated by the efficient solid-phase synthesis of branched peptides 20 and 21 using doubly protected amino acids such as Tsc-Lys(Fmoc)-OH 4c and Fmoc-Lys(Tsc)-OH 4d.

Original language	English
Pages (from-to)	2493-2503
Number of pages	11
Journal	Tetrahedron
Volume	61
Issue number	9
DOIs	https://doi.org/10.1016/j.tet.2004.12.052
Publication status	Published - 2005 Feb 28

Keywords

Amino-protecting group
Branched peptide
Fmoc
Orthogonal deprotection
Tsc

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2004.12.052

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title = "Orthogonality and compatibility between Tsc and Fmoc amino-protecting groups",

abstract = "New deprotection conditions that provide a complete orthogonality between Tsc and Fmoc amino-protecting groups are described. The potential of these orthogonal deprotection conditions was then demonstrated by the efficient solid-phase synthesis of branched peptides 20 and 21 using doubly protected amino acids such as Tsc-Lys(Fmoc)-OH 4c and Fmoc-Lys(Tsc)-OH 4d.",

keywords = "Amino-protecting group, Branched peptide, Fmoc, Orthogonal deprotection, Tsc",

author = "Choi, {Jin Seok} and Hunhui Kang and Nakcheol Jeong and Hogyu Han",

note = "Funding Information: This work was financially supported by the Korea Research Foundation Grant (KRF-2003-015-C00377). Fellowship support from the BK21 and CRM programs (J.S.C. and H.K.) is gratefully acknowledged.",

year = "2005",

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day = "28",

doi = "10.1016/j.tet.2004.12.052",

language = "English",

volume = "61",

pages = "2493--2503",

journal = "Tetrahedron",

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TY - JOUR

T1 - Orthogonality and compatibility between Tsc and Fmoc amino-protecting groups

AU - Choi, Jin Seok

AU - Kang, Hunhui

AU - Jeong, Nakcheol

AU - Han, Hogyu

N1 - Funding Information: This work was financially supported by the Korea Research Foundation Grant (KRF-2003-015-C00377). Fellowship support from the BK21 and CRM programs (J.S.C. and H.K.) is gratefully acknowledged.

PY - 2005/2/28

Y1 - 2005/2/28

N2 - New deprotection conditions that provide a complete orthogonality between Tsc and Fmoc amino-protecting groups are described. The potential of these orthogonal deprotection conditions was then demonstrated by the efficient solid-phase synthesis of branched peptides 20 and 21 using doubly protected amino acids such as Tsc-Lys(Fmoc)-OH 4c and Fmoc-Lys(Tsc)-OH 4d.

AB - New deprotection conditions that provide a complete orthogonality between Tsc and Fmoc amino-protecting groups are described. The potential of these orthogonal deprotection conditions was then demonstrated by the efficient solid-phase synthesis of branched peptides 20 and 21 using doubly protected amino acids such as Tsc-Lys(Fmoc)-OH 4c and Fmoc-Lys(Tsc)-OH 4d.

KW - Amino-protecting group

KW - Branched peptide

KW - Fmoc

KW - Orthogonal deprotection

KW - Tsc

UR - http://www.scopus.com/inward/record.url?scp=13644267757&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2004.12.052

DO - 10.1016/j.tet.2004.12.052

M3 - Article

AN - SCOPUS:13644267757

SN - 0040-4020

VL - 61

SP - 2493

EP - 2503

JO - Tetrahedron

JF - Tetrahedron

IS - 9

ER -

Orthogonality and compatibility between Tsc and Fmoc amino-protecting groups

Abstract

Keywords

ASJC Scopus subject areas

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