6-Demethyl-6-halo- and 6-Demethyl-6-thiomitomycins: Synthesis of Novel Mitomycin Derivatives Involving a Tandem Michael Addition/Retro-Mannich Reaction Sequence

DOI: 10.1021/jo00084a028

Source and publish data:

Journal of Organic Chemistry p. 1087 - 1094 (1994)

Update date:2022-09-26

Topics:

Authors:

Arai, Hitoshi

Kasai, Masaji

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

Article abstract of DOI:10.1021/jo00084a028

Synthesis of novel 6-demethyl-6-halomitomycins (3, 4, 6, and 7) and 6-demethyl-6-thiomytomycins (5 and 8) is described from key intermediates, namely, 6-demethyl-7,7-(ethylenedioxy)-6,6-dihalo-6,7-dihydromitosanes (18 and 19) and 6-demethyl-7,7-(ethylenedioxy)-6,7-dihydro-6-thiomitosane (20), respectively.Compounds 18-20 were prepared through a tandem Michael addition and a retro-Mannich reaction sequence (N-halosucinimide or cationic arylsulfenyl species in the presence of Et2NH) on 10.

Full text of DOI:10.1021/jo00084a028

Products guided by the article

Product name:6-Bromo-6-demethylmitomycin C

Cas No:141936-22-3

R&D Labs maybe for 141936-22-3

Springchem New Material Technology Co.,Limited

website:http://www.spring-chem.com

Contact:86-21-62885108

Address:602B, Building 1, No. 641, Tianshan Road
Taizhou Sunny Chemical Co.,Ltd

Contact:+86-523-86920899 +86-13951172783

Address:No.11 Xingyuang road, Gaoyong Chemical Industry Park, Gaogang Jiangsu China
Taizhou Shengxing Chempharm Co.,Ltd

Contact:+86-576-88516600

Address:Yantou Chemical Zone Jiaojiang Taizhou Zhejiang China
Huayi Isotopes Co.

Contact:+ 86 512 52491118

Address:1 Fuyu Road, Haiyu TownChangshu, Jiangsu, China
Baowei Technology Qinhuangdao Co., Ltd(expird)

Contact:0000000

Address:N

Relevant to this article

Direct C-H photoarylation of diazines using aryldiazonium salts and visible-light

Doi:10.1039/d0ra06876d
(2020)
Silica Bonded N-(Propylcarbamoyl)sulfamic acid (SBPCSA) Mediated Expeditious Approach to C–C Bond Formation: An Innovative Pathway for Acrylonitrile Derivatives

Doi:10.1007/s10562-016-1793-7
(2016)
Transformation from kinetically into thermodynamically controlled self-organization of complex helical columns with 3d periodicity assembled from dendronized perylene bisimides

Doi:10.1021/ja400639q
(2013)
Synthesis of well-defined semitelechelic poly[N-(2-hydroxypropyl) methacrylamide] polymers with functional group at the α-end of the polymer chain by RAFT polymerization

Doi:10.1021/ma400042u
(2013)
Kinetic studies of the hydrolysis and lactonization of camptothecin and its derivatives, CPT-11 and SN-38, in aqueous solution

Doi:10.1248/cpb.42.2135
(1994)
Synthesis of heteroarylated polyfluorobiphenyls via palladium-catalyzed sequential sp² C-H bonds functionalizations

Doi:10.1021/jo400221x
(2013)

Article Doi