Synthesis of a TMC-95A Ketomethylene Analogue by Cyclization via Intramolecular Suzuki Coupling

Markus Kaiser; Carlo Siciliano; Irmgard Assfalg-Machleidt; Michael Groll; Alexander G. Milbradt; Luis Moroder

doi:10.1021/ol035178f

Synthesis of a TMC-95A Ketomethylene Analogue by Cyclization via Intramolecular Suzuki Coupling

Markus Kaiser
, Carlo Siciliano
, Irmgard Assfalg-Machleidt
, Michael Groll
, Alexander G. Milbradt
, Luis Moroder

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

59 Scopus citations

Abstract

(Equation presented) A TMC-95A analogue extended at the C-terminus with NleΨ[COCH₂]Gly-Ala-Ala-NH₂ was synthesized via side-chain cyclization of the linear precursor by a Suzuki cross-coupling reaction in solution to analyze the effect of additional P′ residues on the inhibitory potency against yeast proteasome.

Original language	English
Pages (from-to)	3435-3437
Number of pages	3
Journal	Organic Letters
Volume	5
Issue number	19
DOIs	https://doi.org/10.1021/ol035178f
State	Published - 18 Sep 2003
Externally published	Yes

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title = "Synthesis of a TMC-95A Ketomethylene Analogue by Cyclization via Intramolecular Suzuki Coupling",

abstract = "(Equation presented) A TMC-95A analogue extended at the C-terminus with NleΨ[COCH2]Gly-Ala-Ala-NH2 was synthesized via side-chain cyclization of the linear precursor by a Suzuki cross-coupling reaction in solution to analyze the effect of additional P′ residues on the inhibitory potency against yeast proteasome.",

author = "Markus Kaiser and Carlo Siciliano and Irmgard Assfalg-Machleidt and Michael Groll and Milbradt, \{Alexander G.\} and Luis Moroder",

year = "2003",

month = sep,

day = "18",

doi = "10.1021/ol035178f",

language = "English",

volume = "5",

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journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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T1 - Synthesis of a TMC-95A Ketomethylene Analogue by Cyclization via Intramolecular Suzuki Coupling

AU - Kaiser, Markus

AU - Siciliano, Carlo

AU - Assfalg-Machleidt, Irmgard

AU - Groll, Michael

AU - Milbradt, Alexander G.

AU - Moroder, Luis

PY - 2003/9/18

Y1 - 2003/9/18

N2 - (Equation presented) A TMC-95A analogue extended at the C-terminus with NleΨ[COCH2]Gly-Ala-Ala-NH2 was synthesized via side-chain cyclization of the linear precursor by a Suzuki cross-coupling reaction in solution to analyze the effect of additional P′ residues on the inhibitory potency against yeast proteasome.

AB - (Equation presented) A TMC-95A analogue extended at the C-terminus with NleΨ[COCH2]Gly-Ala-Ala-NH2 was synthesized via side-chain cyclization of the linear precursor by a Suzuki cross-coupling reaction in solution to analyze the effect of additional P′ residues on the inhibitory potency against yeast proteasome.

UR - https://www.scopus.com/pages/publications/0344392795

U2 - 10.1021/ol035178f

DO - 10.1021/ol035178f

M3 - Article

C2 - 12967293

AN - SCOPUS:0344392795

SN - 1523-7060

VL - 5

SP - 3435

EP - 3437

JO - Organic Letters

JF - Organic Letters

IS - 19

ER -

Synthesis of a TMC-95A Ketomethylene Analogue by Cyclization via Intramolecular Suzuki Coupling

Abstract

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