The total synthesis of swinholide A. Part 4: Synthesis of swinholide A and isoswinholide A from the protected monomeric seco acid, pre-swinholide A

DOI: 10.1016/0040-4020(95)00549-N

Source and publish data:

Tetrahedron p. 9467 - 9486 (1995)

Update date:2022-08-03

Topics: Retrosynthetic analysis Purification and characterization

Authors:

Paterson, Ian

Yeung, Kap-Sun

Ward, Richard A.

Smith, Julian D.

Cuimming, John G.

Lamboley, Serge

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

Article abstract of DOI:10.1016/0040-4020(95)00549-N

Swinholide A and isoswinholide A were synthesized in 7 steps from the fully protected seco acid 4. Key steps include: (i) bimolecular acylation, 7 + 10 → 12, (ii) selective hydrolysis of the methyl ester, 16 → 17, and (iii) regioselective macrolactonisati

Full text of DOI:10.1016/0040-4020(95)00549-N

Products guided by the article

Product name:(E,E,7S)-8-<(2R,6S)-6-<(2S,3R,4S,6R,7R,8R,9S,10S,11S)-2-methoxy-3,7,9,11-tetramethyl-8,10-dihydroxy-4,6-((R)-para-methoxybenzylidenedioxy)-13-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-tridecan-1-yl>-5,6-dihydro-2H-pyran-2-yl>-7-tert-butyldi...

Cas No:158751-35-0

R&D Labs maybe for 158751-35-0

SINO Industries Company Limited(expird)

Contact:86-29-85369724

Address:No.111, Jiefang Road, Xi’an, China
Hawks Chemical

Contact:+44 (0)161 367 9441

Address:
Nantong LiKai Chemical Co.,Ltd

Contact:+86-513-89068669

Address:Jincheng Science Park
Yangzhou Zhongbao Pharmaceutical Co.,Ltd

Contact:+86-514-88290838

Address:Jiangsu Baoying county economic develpment zone in baoying avenue91
Anhui Qingyun Pharmaceutical and Chemical Co.,Ltd

Contact:+86-551-63633067

Address:Shuangfeng Road Hefei Anhui

Relevant to this article

A facile method for the synthesis of novel pyridinone derivatives via ketene N,S-acetals

Doi:10.1081/SCC-100106218
(2001)
Synthesis, cocaine receptor affinity, and dopamine uptake inhibition of several new 2β-substituted 3β-phenyltropanes

Doi:10.1021/jm00049a004
(1994)
Tuning the activity of alternative Ru-based initiators for ring-opening metathesis polymerization of norbornene and norbornadiene by the substituent in 4-CH₂R-piperidine

Doi:10.1016/j.molcata.2014.01.012
(2014)
Novel and cleaner synthesis of pyridinium salts from pyridoxal oxime and substituted phenacyl bromides

Doi:10.5562/cca2364
(2013)
Synthesis and evaluation of c-Src kinase inhibitory activity of pyridin-2(1H)-one derivatives

Doi:10.1016/j.bioorg.2014.02.001
(2014)
A novel synthetic route to furan-lignans

Doi:10.1080/00397919708006815
(1997)

Article Doi