Direct reductive alkylation of amino acids: Synthesis of bifunctional chelates for nuclear imaging

Murali K. Levadala; Sangeeta Ray Banerjee; Kevin P. Maresca; John W. Babich; Jon Zubieta

doi:10.1055/s-2004-829120

Direct reductive alkylation of amino acids: Synthesis of bifunctional chelates for nuclear imaging

Murali K. Levadala, Sangeeta Ray Banerjee, Kevin P. Maresca, John W. Babich, Jon Zubieta

Department of Chemistry

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

50 Scopus citations

Abstract

A family of effective bifunctional chelators for technetium- and rhenium-based radiopharmaceuticals was conveniently synthesized in high yields through direct reductive N-alkylations of amino acids and their analogues with aldehydes, using NaBH(OAc)₃ as an efficient reagent. The mono-, di-, tetra- and even mixed alkylated amino acid derivatives were all prepared in one-pot synthesis.

Original language	English (US)
Pages (from-to)	1759-1766
Number of pages	8
Journal	Synthesis
Issue number	11
DOIs	https://doi.org/10.1055/s-2004-829120
State	Published - Aug 3 2004

Keywords

Amino acids
Bifunctional chelators
Radiopharmaceuticals
Reductive alkylation
Sodium triacetoxyborohydride

ASJC Scopus subject areas

Catalysis
Organic Chemistry

Access to Document

10.1055/s-2004-829120

Fingerprint Dive into the research topics of 'Direct reductive alkylation of amino acids: Synthesis of bifunctional chelates for nuclear imaging'. Together they form a unique fingerprint.

Cite this

@article{4176c9a2c9f14f7a963f9cde54ca3ce0,

title = "Direct reductive alkylation of amino acids: Synthesis of bifunctional chelates for nuclear imaging",

abstract = "A family of effective bifunctional chelators for technetium- and rhenium-based radiopharmaceuticals was conveniently synthesized in high yields through direct reductive N-alkylations of amino acids and their analogues with aldehydes, using NaBH(OAc)3 as an efficient reagent. The mono-, di-, tetra- and even mixed alkylated amino acid derivatives were all prepared in one-pot synthesis.",

keywords = "Amino acids, Bifunctional chelators, Radiopharmaceuticals, Reductive alkylation, Sodium triacetoxyborohydride",

author = "Levadala, {Murali K.} and Banerjee, {Sangeeta Ray} and Maresca, {Kevin P.} and Babich, {John W.} and Jon Zubieta",

year = "2004",

month = aug,

day = "3",

doi = "10.1055/s-2004-829120",

language = "English (US)",

pages = "1759--1766",

journal = "Synthesis",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "11",

}

TY - JOUR

T1 - Direct reductive alkylation of amino acids

T2 - Synthesis of bifunctional chelates for nuclear imaging

AU - Levadala, Murali K.

AU - Banerjee, Sangeeta Ray

AU - Maresca, Kevin P.

AU - Babich, John W.

AU - Zubieta, Jon

PY - 2004/8/3

Y1 - 2004/8/3

N2 - A family of effective bifunctional chelators for technetium- and rhenium-based radiopharmaceuticals was conveniently synthesized in high yields through direct reductive N-alkylations of amino acids and their analogues with aldehydes, using NaBH(OAc)3 as an efficient reagent. The mono-, di-, tetra- and even mixed alkylated amino acid derivatives were all prepared in one-pot synthesis.

AB - A family of effective bifunctional chelators for technetium- and rhenium-based radiopharmaceuticals was conveniently synthesized in high yields through direct reductive N-alkylations of amino acids and their analogues with aldehydes, using NaBH(OAc)3 as an efficient reagent. The mono-, di-, tetra- and even mixed alkylated amino acid derivatives were all prepared in one-pot synthesis.

KW - Amino acids

KW - Bifunctional chelators

KW - Radiopharmaceuticals

KW - Reductive alkylation

KW - Sodium triacetoxyborohydride

UR - http://www.scopus.com/inward/record.url?scp=4043130469&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=4043130469&partnerID=8YFLogxK

U2 - 10.1055/s-2004-829120

DO - 10.1055/s-2004-829120

M3 - Article

AN - SCOPUS:4043130469

SP - 1759

EP - 1766

JO - Synthesis

JF - Synthesis

SN - 0039-7881

IS - 11

ER -