Kinetics of thermal [1,7A]-sigmatropic shift of hexafluoro vitamin D3 and vitamin D3 derivatives. Evaluation of conformations of the A ring affected by 1-OH and 3-OH groups

Jun Etsu Igarashi; Masahiko Ikeda; Makoto Sunagawa

doi:10.1016/S0960-894X(96)00245-4

Kinetics of thermal [1,7A]-sigmatropic shift of hexafluoro vitamin D₃ and vitamin D₃ derivatives. Evaluation of conformations of the A ring affected by 1-OH and 3-OH groups

Jun Etsu Igarashi, Masahiko Ikeda, Makoto Sunagawa

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

2 Citations (Scopus)

Abstract

The quantitative evaluation of the [1,7a]-sigmatropic rearrangement of vitamin D₃ and its analogs affected by the conformations of the A ring using the ¹H-NMR method was described. Although the side chain of the D ring had no effect on the hydrogen migration, the rearrangement was influenced by the hydroxy groups of the A ring.

Original language	English
Pages (from-to)	1431-1436
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	6
Issue number	13
DOIs	https://doi.org/10.1016/S0960-894X(96)00245-4
Publication status	Published - Jul 9 1996
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/S0960-894X(96)00245-4

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Kinetics of thermal [1,7A]-sigmatropic shift of hexafluoro vitamin D₃ and vitamin D₃ derivatives. Evaluation of conformations of the A ring affected by 1-OH and 3-OH groups. / Igarashi, Jun Etsu; Ikeda, Masahiko; Sunagawa, Makoto.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 6, No. 13, 09.07.1996, p. 1431-1436.

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

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abstract = "The quantitative evaluation of the [1,7a]-sigmatropic rearrangement of vitamin D3 and its analogs affected by the conformations of the A ring using the 1H-NMR method was described. Although the side chain of the D ring had no effect on the hydrogen migration, the rearrangement was influenced by the hydroxy groups of the A ring.",

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AU - Sunagawa, Makoto

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Kinetics of thermal [1,7A]-sigmatropic shift of hexafluoro vitamin D₃ and vitamin D₃ derivatives. Evaluation of conformations of the A ring affected by 1-OH and 3-OH groups

Abstract

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