Synthesis of the Prelog-Djerassi Lactone and Protomycinolide IV Based on the Stereospecific Methylation of γ,δ-Epoxy Acrylates by Trimethylaluminum

DOI: 10.1246/cl.1992.1101

Source and publish data:

Chemistry Letters p. 1101 - 1104 (1992)

Update date:2022-08-02

Topics:

Authors:

Miyashita, Masaaki

Hoshino, Masahide

Yoshikoshi, Akira

Kawamine, Katsumi

Yoshihara, Kousei

Irie, Hiroshi

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

Article abstract of DOI:10.1246/cl.1992.1101

The Prelog-Djerassi lactone, a key intermediate for the synthesis of several medicinally important macrolide antibiotics, and protomycinolide IV, a 16-membered macrolide, have been synthesized by employing the recently developed stereospecific methylation of γ,δ-epoxy acrylates by trimethylaluminum as key steps.

Full text of DOI:10.1246/cl.1992.1101

Products guided by the article

Product name:(E)-3-[(2R,3R)-3-((S)-2-Benzyloxy-1-methyl-ethyl)-oxiranyl]-2-methyl-acrylic acid ethyl ester

Cas No:142997-96-4

R&D Labs maybe for 142997-96-4

TIANJIN GST CHEMICAL TECHNOLOGY CO., LTD

Contact:+86-22-25210964

Address:Room. 208, No. -12-C, No. 13, Xinbei Road, Tanggu District, New Haixin Area, Tianjin City, China
Golden Union Agrochemical Import and Export Co., Ltd.

Contact:86-755-23910527

Address:Room 1106, Tower 3A, Excellence Century Center, Futian District, Shenzhen, China
Suzhou Howsine Biological Technology Co.,Ltd(expird)

website:http://www.howsine.com

Contact:86-512-67262751

Address:No 3,Weihua Road ,Suzhou Industrial Park ,Jiangsu ,China.
Puyang Willing Chemicals Co.,Ltd.

Contact:86-393-4840366

Address:Puyang Henan China
Nanjing Samwon International Limited

Contact:+86-25-84873444

Address:1108, BLDG B, New Century Plaza, No 1, South Taiping Rd.,

Relevant to this article

A Facile Synthesis of Novel Bis-(indolyl)-1,3,4-oxadiazoles as Potent Cytotoxic Agents

Doi:10.1002/cmdc.201200363
(2012)
1-(Pyridin-2-ylmethyl)-2-(3-(1-(pyridin-2-ylmethyl)benzimidazol-2-yl) propyl) benzimidazole and its copper(II) complex as a new fluorescent sensor for dopamine (4-(2-aminoethyl)benzene-1,2-diol)

Doi:10.1016/j.inoche.2013.02.015
(2013)
Selective Derivatizations of Resorcarenes. 4. General Methods for the Synthesis of C_2v-Symmetrical Derivatives

Doi:10.1021/jo981386n
(1998)
Design, synthesis, and characterization of novel iron chelators: Structure-activity relationships of the 2-benzoylpyridine thiosemicarbazone series and their 3-nitrobenzoyl analogues as potent antitumor agents

Doi:10.1021/jm070445z
(2007)
The photophysical behavior of the photochromic naphthopyran derivative having photo-switching ability

Doi:10.1016/j.saa.2014.10.016
(2015)
Ligand exchange reaction of sulfoxides in organic synthesis: Sulfoxide version of the Julia-Lythgoe olefination

Doi:10.1016/S0040-4039(98)01457-9
(1998)

Article Doi