Synthesis of N,N-dimethyl-2-(tributylstannyl)methyl-5-substituted benzylamines as a quinodimethane precursor by the reaction of N,N-dimethyl- N-(tributylstannyl)methyl-4-substituted benzylammonium salts with lithium diisopropylamide

DOI: 10.1248/cpb.46.508

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 508 - 511 (1998)

Update date:2022-08-03

Topics:

Authors:

Maeda, Yasuhiro

Sato, Yoshiro

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

Article abstract of DOI:10.1248/cpb.46.508

Reaction of N,N-dimethyl-N-(tributylstannyl)methyl-4-substituted benzylammonium salts 2 with lithium diisopropylamide (LDA) gave N,N-dimethyl- 2-(tributylstannyl)methyl-5-substituted benzylamines 3 as the main products. Treatment of 3 with iodomethane followed by tetrabutylammonium fluoride (TBAF) in the presence of dimethyl fumarate gave the corresponding dimethyl trans-1,2,3,4-tetrahydro-6-substituted naphthalene-2,3-dicarboxylates 15 in good yields.

Full text of DOI:10.1248/cpb.46.508

NII-Electronic Library Service

Products guided by the article

Product name:N,N-dimethyl-3,6-dimethylbenzylamine

Cas No:60760-00-1

R&D Labs maybe for 60760-00-1

Taizhou Crene Biotechnology co.ltd

Contact:86-576-88813233 88205808

Address:Economic Developed Zone of Taizhou Zhejiang China
Sinoway Industrial Co., Ltd.

website:http://www.china-sinoway.com

Contact:+86-592-5853819

Address:16/F,Huicheng Comm,Complex,No839 XiaHe Rd, Xiamen,China
Henan Yellow River New Material Technology Co.Ltd.

website:http://www.yellowriverchem.com

Contact:0086-373-7278760

Address:Chengguan Town, Yuanyang County
Suzhou Sibian Chemical Technology Co., Ltd

website:http://www.sibianpharm.com

Contact:+8618169181984,+8618013186906

Address:Room1404,BuildingA,Jiabao Square No.323 Baodai East Road,Wuzhong District,Suzhou Jiangsu China (215128)
Shanghai Intime pharm Co.,Ltd

Contact:86-21-58226973

Address:No 351,Guoshoujing Road, Zhangjiang Hi-tech Park, Pudong, Shanghai, China

Relevant to this article

Addition of Chloroprene Grignards to Aromatic Aldehydes: Synthesis of Homoallenyl Alcohols

Doi:10.1021/acs.orglett.1c00527
(2021)
KINETIC RESOLUTION OF LACTONES BY ENANTIOSELECTIVE PROTONATION OF THE CORRESPONDING CARBOXYLATE WITH A CHIRAL ACID

Doi:10.1016/S0040-4039(00)85216-8
(1986)
On the total synthesis and determination of the absolute configuration of rishirilide B: Exploitation of subtle effects to control the sense of cycloaddition of o-quinodimethides

Doi:10.1002/chem.200304931
(2003)
Metal-Free I₂-Catalyzed Highly Selective Dehydrogenative Coupling of Alcohols and Cyclohexenones

Doi:10.1002/cjoc.201700743
(2018)
Synthesis and identification of an endogenous sperm activating and attracting factor isolated from eggs of the ascidian Ciona intestinalis; An example of nanomolar-level structure elucidation of novel natural compound

Doi:10.1016/j.tet.2004.02.075
(2004)
Electrochemical determination of the pK_a of weak acids in N,N-dimethylformamide

Doi:10.1021/ja00024a041
(1991)

Article Doi