FT-IR study on solvent effects in building blocks of bioactive compounds. V

C. Conti, R. Galeazzi, E. Giorgini, G. Tosi

Research output: Contribution to journalArticle

Abstract

3-Hydroxy-4-hydroxymethyl pyrrolidin-2-ones, easily prepared from the Baylis-Hillman adduct 1-ethyl-4-methyl-2-hydroxy-3-methylenebutanedioate, are useful intermediates in the synthesis of bioactive compounds. In order to understand the mechanism involved in this reaction, vibrational and Montecarlo molecular mechanics conformational analysis on 1-ethyl-4-methyl-2-hydroxy-3-methylenebutanedioate were carried out, confirming the existence of a low energy intramolecular H-bonded five-member ring.

Original languageEnglish
Pages (from-to)89-93
Number of pages5
JournalJournal of Molecular Structure
Volume790
Issue number1-3
DOIs
Publication statusPublished - Jun 5 2006

Fingerprint

Molecular mechanics
activity (biology)
Mechanics
adducts
rings
synthesis
energy

Keywords

  • Conformational analysis
  • Hydrogen bonding
  • Infrared spectroscopy
  • Solvent effects

ASJC Scopus subject areas

  • Structural Biology
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Spectroscopy
  • Atomic and Molecular Physics, and Optics
  • Materials Science (miscellaneous)

Cite this

FT-IR study on solvent effects in building blocks of bioactive compounds. V. / Conti, C.; Galeazzi, R.; Giorgini, E.; Tosi, G.

In: Journal of Molecular Structure, Vol. 790, No. 1-3, 05.06.2006, p. 89-93.

Research output: Contribution to journalArticle

Conti, C. ; Galeazzi, R. ; Giorgini, E. ; Tosi, G. / FT-IR study on solvent effects in building blocks of bioactive compounds. V. In: Journal of Molecular Structure. 2006 ; Vol. 790, No. 1-3. pp. 89-93.
@article{5e437ef17e43470ba1e759635ad7abc4,
title = "FT-IR study on solvent effects in building blocks of bioactive compounds. V",
abstract = "3-Hydroxy-4-hydroxymethyl pyrrolidin-2-ones, easily prepared from the Baylis-Hillman adduct 1-ethyl-4-methyl-2-hydroxy-3-methylenebutanedioate, are useful intermediates in the synthesis of bioactive compounds. In order to understand the mechanism involved in this reaction, vibrational and Montecarlo molecular mechanics conformational analysis on 1-ethyl-4-methyl-2-hydroxy-3-methylenebutanedioate were carried out, confirming the existence of a low energy intramolecular H-bonded five-member ring.",
keywords = "Conformational analysis, Hydrogen bonding, Infrared spectroscopy, Solvent effects",
author = "C. Conti and R. Galeazzi and E. Giorgini and G. Tosi",
year = "2006",
month = "6",
day = "5",
doi = "10.1016/j.molstruc.2005.12.033",
language = "English",
volume = "790",
pages = "89--93",
journal = "Journal of Molecular Structure",
issn = "0022-2860",
publisher = "Elsevier",
number = "1-3",

}

TY - JOUR

T1 - FT-IR study on solvent effects in building blocks of bioactive compounds. V

AU - Conti, C.

AU - Galeazzi, R.

AU - Giorgini, E.

AU - Tosi, G.

PY - 2006/6/5

Y1 - 2006/6/5

N2 - 3-Hydroxy-4-hydroxymethyl pyrrolidin-2-ones, easily prepared from the Baylis-Hillman adduct 1-ethyl-4-methyl-2-hydroxy-3-methylenebutanedioate, are useful intermediates in the synthesis of bioactive compounds. In order to understand the mechanism involved in this reaction, vibrational and Montecarlo molecular mechanics conformational analysis on 1-ethyl-4-methyl-2-hydroxy-3-methylenebutanedioate were carried out, confirming the existence of a low energy intramolecular H-bonded five-member ring.

AB - 3-Hydroxy-4-hydroxymethyl pyrrolidin-2-ones, easily prepared from the Baylis-Hillman adduct 1-ethyl-4-methyl-2-hydroxy-3-methylenebutanedioate, are useful intermediates in the synthesis of bioactive compounds. In order to understand the mechanism involved in this reaction, vibrational and Montecarlo molecular mechanics conformational analysis on 1-ethyl-4-methyl-2-hydroxy-3-methylenebutanedioate were carried out, confirming the existence of a low energy intramolecular H-bonded five-member ring.

KW - Conformational analysis

KW - Hydrogen bonding

KW - Infrared spectroscopy

KW - Solvent effects

UR - http://www.scopus.com/inward/record.url?scp=33746891240&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33746891240&partnerID=8YFLogxK

U2 - 10.1016/j.molstruc.2005.12.033

DO - 10.1016/j.molstruc.2005.12.033

M3 - Article

AN - SCOPUS:33746891240

VL - 790

SP - 89

EP - 93

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

SN - 0022-2860

IS - 1-3

ER -