Preparation of 9H-Tribenzazepine and Its 1-Methoxy Derivative

DOI: 10.1021/jo00012a023

Source and publish data:

Journal of Organic Chemistry p. 3906 - 3908 (1991)

Update date:2022-08-04

Topics:

Authors:

Axtell, Holly C.

Howell, William M.

Schmid, Lawrence G.

Cann, Michael C.

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

Article abstract of DOI:10.1021/jo00012a023

Two convenient routes to 9H-tribenzazepine (2) have been developed.The first method involves the deoxygenation and hydrolysis of 1,4-dihydro-1,4-epoxy-9-acetyl-9H-tribenzazepine (8) employing low-valent titanium.The second method employs the reactive intermediate 10,11-didehydro-5-acetyl-5H-dibenzazepine (7) in a Diels-Alder reaction with 1,3-cyclohexadiene.The resulting cycloadduct 13 upon undergoing a retro-Diels-Alder reaction and hydrolysis yields 2. 1-Methoxy-9H-tribenzazepine (11) was prepared from ring opening of 8 to1-hydroxy-9-acetyl-9H-tribenzazepine (10) followed by methylation with dimethylsulfate and hydrolysis.

Full text of DOI:10.1021/jo00012a023

Products guided by the article

Product name:C₂₀H₁₇N

Cas No:134310-86-4

R&D Labs maybe for 134310-86-4

ShiJiaZhuang Dowell Chemical Co.,Ltd.

website:http://www.dowechem.com

Contact:+86-13463963265

Address:Xiyangling village, high tech Zone, Shijiazhuang，Hebei, China
Suzhou Wedo Chemicals Co., Ltd.

Contact:86 512 58100425

Address:Zonger Road, DongSha Industry Park , Zhangjiagang, Jiangsu, China
Nanjing Fayekong Chemcial Co.,Ltd(expird)

Contact:86-25-58813444

Address:Rm 1503, Unit 1, Building 5, Zijinnanyuan, Nanjing, Jiangsu, China
Nanjing Qirui Material Co., Ltd.

Contact:+86-25-52320053

Address:F4-5, #17 Building, Chuang Yi Yuan, No.6 Guanghua East Street, Nanjing, 210007 P.R.China
TAIXING BEST NEW MATERIALS CO., LTD

Contact:0523-87998158;

Address:No.18 Zhonggang Road，Taixing City ，Jiangsu , China

Relevant to this article

GABA-uptake inhibitors: Construction of a general pharmacophore model and successful prediction of a new representative

Doi:10.1021/jm00112a032
(1991)
Design and synthesis of inhibitors of noroviruses by scaffold hopping

Doi:10.1016/j.bmc.2011.08.032
(2011)
Study of the stereoselectivity of 2-azido-2-deoxygalactosyl donors: Relationship to the steric factors of glycosyl acceptors

Doi:10.1016/j.carres.2011.08.015
(2011)
Synthesis of new liquid crystals with 2,3,4,9-tetrahydro-1H-fluorene moiety

Doi:10.1080/15421406.2011.570542
(2011)
Conformationally constrained diketopimelic acid analogues as inhibitors of dihydrodipicolinate synthase

Doi:10.1016/j.bmcl.2007.11.108
(2008)
Synthesis of N-alkyl-2-aryl-5 H-imidazo[1,2-b]pyrazol-3-amines by a three-component condensation reaction

Doi:10.1055/s-0030-1260154
(2011)

Article Doi