Synthesis, optical rotatory dispersion and absolute configuration of (+)‐N‐methylallosedridine [(+)‐(2R)‐2‐{(2S)‐2‐hydroxypropyl}‐1‐methylpiperidine] from sedum sarmentosum bunge and its isomers

Wiley - Tập 91 Số 12 - Trang 1441-1446 - 1972
H. C. Beyerman1, B. S. L. Bordes1, L. Maat1, Frans Warnaar1
1Laboratory of Organic Chemistry, Technische Hogeschool, Julianalaan 136, Delft The Netherlands

Tóm tắt

AbstractThe four isomers of N‐methylsedridine {2‐(2‐hydroxypropyl)‐1‐methylpiperidine} were prepared in different ways. The absolute configurations were determined using both optical rotatory dispersion and chemical correlation. The alkaloid occurring in Sedum sarmentosum Bunge is (+)‐(2R)‐2‐{(2S)‐2‐hydroxypropyl)}‐1‐methylpiperidine, (+)‐N‐methylallosedridine (IIIa).

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Tài liệu tham khảo

10.1139/cjr49b-025

10.1002/recl.19690880815

10.1016/S0040-4020(01)82175-X

10.1002/recl.19650841020

10.1002/recl.19570760506

A.van Veen this Laboratory.

E.LeistnerandI. D.Spenser to be published (private communication).

10.1002/recl.19710900709