Synthesis of the endothiopeptide BOC-Trp-Ile-Ala-Aib-Ile- ValΨ[CSNH]Aib-Leu-Aib-Pro-OMe by a variation of the 'azirine/oxazolone method'

DOI: 10.1016/S0040-4020(98)00506-7

Source and publish data:

Tetrahedron p. 8721 - 8736 (1998)

Update date:2022-08-04

Topics:

Authors:

Lehmann, Juerg

Linden, Anthony

Heimgartner, Heinz

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

Article abstract of DOI:10.1016/S0040-4020(98)00506-7

The synthesis of the decaendothiopeptide BOC-Trp-Ile-Ala-Aib-Ile- ValΨ[CSNH]Aib-Leu-Aib-Pro-OMe is described. The introduction of the thioamide group next to the bulky Aib occurred via a variation of the 'azirine/oxazolone method' without epimerisation. The structure of the decaendothiopeptide was established by single-crystal X-ray crystallography, thereby two types of helices could be observed.

Full text of DOI:10.1016/S0040-4020(98)00506-7

Products guided by the article

Product name:((1S,2S)-2-Methyl-1-{(S)-1-[1-methyl-1-(methyl-phenyl-carbamoyl)-ethylcarbamoyl]-ethylcarbamoyl}-butyl)-carbamic acid benzyl ester

Cas No:212070-52-5

R&D Labs maybe for 212070-52-5

UNION PHARMPRO CO.,LTD

Contact:18710867521(wechat)

Address:Rm10516,Galaxy Tech Building #2,No.25 Tangyan Rd,Hi-Tech Zone,Xi'an, China
Xi'an yuanfar international trade company

website:https://www.yuanfarchemical.com

Contact:86-029-88745613 ext 828

Address:Floor19th ,B Building, Oak Block,No.36 South Fenghui Road, Dev. Zone of High-Tech Ind.,Xi’an, China
Shanghai Demand Chemical Co., ltd，China

Contact:86-021-55237578/55239122

Address:Room 3H, No.578, Yingkou Road, Yangpu District, Shanghai, China
Onlychem (Jinan)Biotech Co.,Ltd

Contact:86-531-83175885

Address:No. 44, Honglou South Road, Jinan,China
Suzhou Tianma Specialty Chemicals Co.,Ltd

Contact:+86-512-68090577

Address:#199, Huayuan Rd, Mudu, Suzhou, Jiangsu, CHINA

Relevant to this article

Bis[(methanol){N-salicylidene-N′-(2-phenylimidazol-4-ylmethylidene)- 1,3-propanediaminato}nickel(II)] Bridged by Di-μ-phenoxo Moiety and the Deorotonated Imidazolate-Bridged Cyclic-Tetranuclear Complex

Doi:10.1246/bcsj.71.1831
(1998)
Amphiphilic dendritic peptides: Synthesis and behavior as an organogelator and liquid crystal

Doi:10.3762/bjoc.7.26
(2011)
Design, formation and properties of tetrahedral M₄L₄ and M₄L₆ supramolecular clusters

Doi:10.1021/ja0104507
(2001)
Electrophile induced rearrangement of 1-alkynylaluminium ate complexes

Doi:10.1016/S0040-4039(99)01179-X
(1999)
Synthesis and structure of two isomers of di(indenyl)phenylphosphine sulfide

Doi:10.1071/C97210
(1998)
Synthesis of acyclic precursors to (3S,4S)-4-hydroxy-2,3,4,5- tetrahydropyridazine-3-carboxylic acid and incorporation into a luzopeptin/quinoxapeptin dipeptide

Doi:10.1021/jo980765d
(1998)

Article Doi