Optically active fluorinated β-lactam building blocks: A novel fluorinated retroamide isostere.

Ahmed Abouabdellah; John T. Welch

doi:10.1016/0957-4166(94)80050-2

Optically active fluorinated β-lactam building blocks: A novel fluorinated retroamide isostere.

Ahmed Abouabdellah
, John T. Welch

Chemistry

University at Albany

SUNY Albany

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

16 Scopus citations

Abstract

A new and versatile synthesis of optically active α-fluoro-malonamides derivatives from enantiomerically pure 3-fluoro-2-azetidinones is described. A fluorinated retroamide isostere based on these α-fluoro-malonamide was introduced into a small peptidomiroetic for use as an HIV-1 protease inhibitor.

Original language	English
Pages (from-to)	1005-1013
Number of pages	9
Journal	Tetrahedron: Asymmetry
Volume	5
Issue number	6
DOIs	https://doi.org/10.1016/0957-4166(94)80050-2
State	Published - Jun 1994

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10.1016/0957-4166(94)80050-2

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@article{2a171a05be914b9db7ee21d31258b336,

title = "Optically active fluorinated β-lactam building blocks: A novel fluorinated retroamide isostere.",

abstract = "A new and versatile synthesis of optically active α-fluoro-malonamides derivatives from enantiomerically pure 3-fluoro-2-azetidinones is described. A fluorinated retroamide isostere based on these α-fluoro-malonamide was introduced into a small peptidomiroetic for use as an HIV-1 protease inhibitor.",

author = "Ahmed Abouabdellah and Welch, \{John T.\}",

year = "1994",

month = jun,

doi = "10.1016/0957-4166(94)80050-2",

language = "English",

volume = "5",

pages = "1005--1013",

journal = "Tetrahedron: Asymmetry",

issn = "0957-4166",

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TY - JOUR

T1 - Optically active fluorinated β-lactam building blocks

T2 - A novel fluorinated retroamide isostere.

AU - Abouabdellah, Ahmed

AU - Welch, John T.

PY - 1994/6

Y1 - 1994/6

N2 - A new and versatile synthesis of optically active α-fluoro-malonamides derivatives from enantiomerically pure 3-fluoro-2-azetidinones is described. A fluorinated retroamide isostere based on these α-fluoro-malonamide was introduced into a small peptidomiroetic for use as an HIV-1 protease inhibitor.

AB - A new and versatile synthesis of optically active α-fluoro-malonamides derivatives from enantiomerically pure 3-fluoro-2-azetidinones is described. A fluorinated retroamide isostere based on these α-fluoro-malonamide was introduced into a small peptidomiroetic for use as an HIV-1 protease inhibitor.

UR - https://www.scopus.com/pages/publications/0028340318

U2 - 10.1016/0957-4166(94)80050-2

DO - 10.1016/0957-4166(94)80050-2

M3 - Article

SN - 0957-4166

VL - 5

SP - 1005

EP - 1013

JO - Tetrahedron: Asymmetry

JF - Tetrahedron: Asymmetry

IS - 6

ER -

Optically active fluorinated β-lactam building blocks: A novel fluorinated retroamide isostere.

Abstract

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