Deprotection of carboxylic esters assisted by hydrogen bonding network in phenolic media. Its application to β-lactam antibiotic syntheses

Hideo Tanaka, Masatoshi Taniguchi, Yutaka Kameyama, Sigeru Torii, Michio Sasaoka, Takashi Shiroi, Ryo Kikuchi, Ichiro Kawahara, Akihiro Shimabayashi, Sigemitsu Nagao

Research output: Contribution to journal › Article

6 Citations (Scopus)

Abstract

Deprotection of p-methoxybenzyl, diphenylmethyl, and tert-butyl ester groups, which is an essential step of β-lactam antibiotic synthesis, can be performed successfully by gentle heating in phenolic media.

Original languageEnglish
Pages (from-to)6661-6662
Number of pages2
JournalTetrahedron Letters
Volume31
Issue number46
DOIs
Publication statusPublished - 1990

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Lactams
Hydrogen Bonding
Heating
Hydrogen bonds
Esters
Anti-Bacterial Agents

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Deprotection of carboxylic esters assisted by hydrogen bonding network in phenolic media. Its application to β-lactam antibiotic syntheses. / Tanaka, Hideo; Taniguchi, Masatoshi; Kameyama, Yutaka; Torii, Sigeru; Sasaoka, Michio; Shiroi, Takashi; Kikuchi, Ryo; Kawahara, Ichiro; Shimabayashi, Akihiro; Nagao, Sigemitsu.

In: Tetrahedron Letters, Vol. 31, No. 46, 1990, p. 6661-6662.

Research output: Contribution to journal › Article

Tanaka, H, Taniguchi, M, Kameyama, Y, Torii, S, Sasaoka, M, Shiroi, T, Kikuchi, R, Kawahara, I, Shimabayashi, A & Nagao, S 1990, 'Deprotection of carboxylic esters assisted by hydrogen bonding network in phenolic media. Its application to β-lactam antibiotic syntheses', Tetrahedron Letters, vol. 31, no. 46, pp. 6661-6662. https://doi.org/10.1016/S0040-4039(00)97140-5
Tanaka H, Taniguchi M, Kameyama Y, Torii S, Sasaoka M, Shiroi T et al. Deprotection of carboxylic esters assisted by hydrogen bonding network in phenolic media. Its application to β-lactam antibiotic syntheses. Tetrahedron Letters. 1990;31(46):6661-6662. https://doi.org/10.1016/S0040-4039(00)97140-5
Tanaka, Hideo ; Taniguchi, Masatoshi ; Kameyama, Yutaka ; Torii, Sigeru ; Sasaoka, Michio ; Shiroi, Takashi ; Kikuchi, Ryo ; Kawahara, Ichiro ; Shimabayashi, Akihiro ; Nagao, Sigemitsu. / Deprotection of carboxylic esters assisted by hydrogen bonding network in phenolic media. Its application to β-lactam antibiotic syntheses. In: Tetrahedron Letters. 1990 ; Vol. 31, No. 46. pp. 6661-6662.
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