Epoxidation of pyrrolizidine alkaloids. (1). Chemical conversion of seneciphylline and jacozine to senecicannabine

DOI: 10.1248/cpb.32.4616

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 4616 - 4619 (1984)

Update date:2022-07-31

Topics:

Authors:

Asada Asada

Furuya Furuya

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1248/cpb.32.4616

A new pyrrolizidine alkaloid, senecicannabine (4) which was isolated from Senecio cannabifolius was derived from seneciphylline (1) by oxidation with performic acid. The transformation of jacozine (6) to 4 was also carried out with performic acid, and the configuration of the epoxide ring of 6 was chemically determined to be 15S and 20S.

Full text of DOI:10.1248/cpb.32.4616

NII-Electronic Library Service

Products guided by the article

Product name:C₁₈H₂₃NO₆

Cas No:106356-86-9

R&D Labs maybe for 106356-86-9

Chameleon Specialty Chemicals

Contact:+44 7958 511245

Address:PO Box 469, Manchester, UK
Shandong united-rising pharmaceutical cooperation.,ltd.

Contact:008653187965009

Address:171No., Jing5 Road, Shizhong District, Jinan, China
NINGBO PANGS CHEM INT’L CO.,LTD.

Contact:+86-574-27666845

Address:FLOOR 21,BUILDING NO.11,XIN TIAN DI,NO.689 SHI JI ROAD,NINGBO CHINA
Changzhou Kingyo Chemical Corporation Ltd.

website:http://www.kingyochem.com

Contact:+86-519-85105717

Address:19# Wuqing North Road, Changzhou , Jiangsu, China
Hebei DaPeng Pharm & Chem Co., Ltd.

Contact:86-317-7298678,0576-88861898 88861908

Address:West Songmen Village, East Songmen Town, Wuqiao, Cangzhou, Hebei ,China

Relevant to this article

Streptococcus pneumoniae endohexosaminidase D; Feasibility of using N-glycan oxazoline donors for synthetic glycosylation of a GlcNAc-asparagine acceptor

Doi:10.1039/b926078a
(2010)
Studies on the stability of cycloprop-2-ene carboxylate dianions and reactions with electrophiles

Doi:10.1021/jo801683n
(2008)
Enantioselective organocatalytic conjugate addition of aldehydes to nitrodienes

Doi:10.1021/ol801772p
(2008)
Synthesis and crystal structure of chiral hydroquinoxaline derivatives

Doi:10.1016/j.mencom.2008.05.014
(2008)
A convenient synthesis of pseudoglycosides via a Ferrier-type rearrangement using metal-free H₃PO₄ catalyst

Doi:10.1016/j.tetlet.2008.11.103
(2009)
A phosphine-catalyzed regioselective [3+2] cycloaddition of ethyl 5,5-Diarylpenta-2,3,4-trienoate with aromatic aldehydes and α,β-unsaturated carbonyl compounds

Doi:10.1002/adsc.201301000
(2014)

Article Doi