Three Routes to the Critical C16'-C14' Parf Relative Stereochemistry of Vinblastine. Syntheses of 20'-Desethyl-20'-deoxyvinblastine and 20'-Desethyl-20'-deoxyvincovaline

DOI: 10.1021/jo00228a035

Source and publish data:

Journal of Organic Chemistry p. 4340 - 4349 (1987)

Update date:2022-09-26

Topics: Syntheses Experimental Vinblastine Relative Stereochemistry

Authors:

Kuehne, M. E.

Zebovitz, T. C.

Bornmann, W. G.

Marko, I.

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

Article abstract of DOI:10.1021/jo00228a035

Coupling reactions of vindoline (2) with the racemic chloro imine derivative 8 of 14-epi-D-secodesethylvincadifformine (7) resulted in a selective high yield formation of the C16'-C14' parf (vinblastine type) relative configuration of the coupling product

Full text of DOI:10.1021/jo00228a035

Products guided by the article

Product name:(Z)-7-Benzyl-4b-chloro-9-[3-(toluene-4-sulfonyloxy)-propyl]-4b,5,6,7,8,9,10,12-octahydro-7,12-diaza-cyclonona[a]indene-11-carboxylic acid methyl ester

Cas No:126572-48-3

R&D Labs maybe for 126572-48-3

Shanghai Mokai Pharmaceutical Co.,Ltd

Contact:021-60257269

Address:Rm506,No.915,Zhenbei Road,Shanghai,200333,China
Mascot I.E. Co., Ltd.

website:http://www.mascot-ie.com

Contact:86-519-85010339

Address:B-802,XingBei Building,391#,Tongjiang Middle Road New District,Changzhou,JS,China
Beijing Huikang Boyuan Chemical Tech Co.,LTD

Contact:+86-10-68862197

Address:No.7 Haiying Road,Science City,Fengtai District,Beijing,China
Wuxi Forest Biological Co.,Ltd

Contact:+86-510-81602300

Address:Room 317,Building D, No.159 middle Chengjiang Road,Jiangyin Wuxi city.
Jiangyin Tenghua Import&Export Co.,Ltd.

Contact:+86-510-86263875

Address:Room 402-B,9 Yanling Road, Jiangyin,Jiangsu, China

Relevant to this article

Chiral NHC-Iridium Complexes and Their Performance in Enantioselective Intramolecular Hydroamination and Ring-Opening Amination Reactions

Doi:10.1021/acs.organomet.9b00770
(2020)
The optimized microwave-assisted decomposition of formamides and its synthetic utility in the amination reactions of purines

Doi:10.1016/j.tet.2010.12.040
(2011)
Synthesis of C-glycosylated amino acids by hetero-Diels-Alder addition of ethyl 2-nitrosoacrylate to exo-glycals

Doi:10.1016/j.carres.2010.12.001
(2011)
Asymmetric Cycloisomerization of o-Alkenyl-N-Methylanilines to Indolines by Iridium-Catalyzed C(sp³)?H Addition to Carbon–Carbon Double Bonds

Doi:10.1002/anie.201708578
(2017)
Ag(I)-catalyzed regioselective ring-opening of N -tosylaziridine and N -tosylazetidine with S -, O -, and N -nucleophiles and tethered dinucleophiles

Doi:10.1021/jo102285z
(2011)
Chelation Control in Metal-Assisted Aldol Addition Reactions of α-Halogenated Imide Enolates Leading to Predominantly Anti Stereoselectivity. An Example of a Stereocontrolled Darzens Reaction

Doi:10.1021/jo00071a020
(1993)

Article Doi