Bufadienolides. 28. Marinobufotoxin

George Pettit; Yoshiaki Kamano

doi:10.1021/jo00934a012

Bufadienolides. 28. Marinobufotoxin

George Pettit, Yoshiaki Kamano

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8 Scopus citations

Abstract

Syntheses of marinobufagin (5b) and marinobufotoxin (5e) have been achieved. The principal synthetic transformations involved selective dehydration of telocinobufagin (2) and addition of hypohalpus acid to the resulting olefin (2 → 3 →4) followed by dehydrohalogenation to yield marinobufagin (5b). Application of a carefully developed mixed carbonic anhydride reaction to the condensation of marinobufagin suberate (5c) with arginine monohydrochloride provided marinobufotoxin (5e).

Original language	English (US)
Pages (from-to)	3003-3006
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	39
Issue number	20
DOIs	https://doi.org/10.1021/jo00934a012
State	Published - Oct 1 1974

ASJC Scopus subject areas

Organic Chemistry

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title = "Bufadienolides. 28. Marinobufotoxin",

abstract = "Syntheses of marinobufagin (5b) and marinobufotoxin (5e) have been achieved. The principal synthetic transformations involved selective dehydration of telocinobufagin (2) and addition of hypohalpus acid to the resulting olefin (2 → 3 →4) followed by dehydrohalogenation to yield marinobufagin (5b). Application of a carefully developed mixed carbonic anhydride reaction to the condensation of marinobufagin suberate (5c) with arginine monohydrochloride provided marinobufotoxin (5e).",

author = "George Pettit and Yoshiaki Kamano",

year = "1974",

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doi = "10.1021/jo00934a012",

language = "English (US)",

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journal = "Journal of Organic Chemistry",

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T1 - Bufadienolides. 28. Marinobufotoxin

AU - Pettit, George

AU - Kamano, Yoshiaki

PY - 1974/10/1

Y1 - 1974/10/1

N2 - Syntheses of marinobufagin (5b) and marinobufotoxin (5e) have been achieved. The principal synthetic transformations involved selective dehydration of telocinobufagin (2) and addition of hypohalpus acid to the resulting olefin (2 → 3 →4) followed by dehydrohalogenation to yield marinobufagin (5b). Application of a carefully developed mixed carbonic anhydride reaction to the condensation of marinobufagin suberate (5c) with arginine monohydrochloride provided marinobufotoxin (5e).

AB - Syntheses of marinobufagin (5b) and marinobufotoxin (5e) have been achieved. The principal synthetic transformations involved selective dehydration of telocinobufagin (2) and addition of hypohalpus acid to the resulting olefin (2 → 3 →4) followed by dehydrohalogenation to yield marinobufagin (5b). Application of a carefully developed mixed carbonic anhydride reaction to the condensation of marinobufagin suberate (5c) with arginine monohydrochloride provided marinobufotoxin (5e).

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M3 - Article

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JF - Journal of Organic Chemistry

IS - 20

ER -

Bufadienolides. 28. Marinobufotoxin

Abstract

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