Synthetic studies on halichondrin B, an antitumor polyether macrolide isolated from a marine sponge. 9. Synthesis of the C16 - C36 unit via stereoselective construction of the D and E rings

DOI: 10.1248/cpb.46.1199

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 1199 - 1216 (1998)

Update date:2022-07-30

Topics:

Authors:

Horita, Kiyoshi

Nagasawa, Masaaki

Sakurai, Youji

Yonemitsu, Osamu

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

Article abstract of DOI:10.1248/cpb.46.1199

The C16 - C36 unit of halichondrin B was stereoselectively synthesized via the aldol condensation of two C16 - C26 esters with the previously synthesized C27 - C36 aldehyde followed by E ring construction. The C16 - C26 esters were prepared starting from (2S)-3-hydroxy-2-methylpropionic acid and L-tartaric acid via construction of the D ring by iodoetherification.

Full text of DOI:10.1248/cpb.46.1199

NII-Electronic Library Service

Products guided by the article

Product name:methyl (2E,5R)-6-(tert-butyldiphenylsilyloxy)-5-methyl-2-hexenoate

Cas No:214532-98-6

R&D Labs maybe for 214532-98-6

Ningbo Hi-tech Zone Nice-Synth Chemical Industry Ltd.

Contact:+86-(574)-81110986

Address:No. 1210, Building 3, Wante Business Centre, Hi-tech Zone, Ningbo
Shanghai shibo Chemical Co., Ltd

Contact:+86-021-60753516

Address:688 Qiushi Road, Jinshan High-tech Park, Shanghai, China,201512
chengdu firsterchem Pharmaceutical Co., Ltd.

Contact:028-66825849

Address:chengdu
Angelisun(Chongqing) Pharmaceutical Co., LTD.

Contact:+86-23-68030926-816

Address:D1-7 Tech & Entrepreneurs Park, Kecheng Road, Erlang Hi-Tech Areas, Chongqing, China
Anqing World Chemical Co., Ltd.

Contact:+86-556-5800026

Address:Daguan Economic Development Zone of circular economy industrial park Anqing City Anhui province

Relevant to this article

Design and synthesis of analogs of vitamin E: Antiproliferative activity against human breast adenocarcinoma cells

Doi:10.1016/S0960-894X(98)00438-7
(1998)
Structural, spectroscopic and electrochemical investigations on fluorinated meso -tetraaryl porphyrins

Doi:10.1142/S108842461750064X
(2017)
Doi:10.1007/BF01154328
(1968)
The synthesis of cyclic alpha-amino acids. II.

Doi:10.1246/bcsj.42.194
(1969)
Preparation of L-lyxo-hexos-5-ulose through C-3 epimerization of bis-glycopyranosides of L-arabino-hexos-5-ulose 1

Doi:10.1080/07328309808001891
(1998)
Transition-metal-substituted phosphanes, arsanes and stibanes, LXIII.: Coupling reactions of alkynes with iron coordinated diphenylphosphane: Generation of an alkenylphosphane and a chelating bisphosphane ligand 1

Doi:10.1016/S0022-328X(98)00806-7
(1998)

Article Doi