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

Chongqing Rong＆Quan Pharmaceutical Technology Co. , Ltd.

Contact:86-023-65268721

Address:No. 7, Manshanhong Village, Pingdingshan, Shapingba District, Chongqing Province, China
Shanghai Goyic Pharmaceutical&Chemical Co,. Ltd

Contact:+86-021-60275964

Address:No. 528 ruiqing road
Ningbo J&S Botanics Inc.

Contact:86-574-26865651

Address:529 YuanBaoShan Road, Beilun District
Lonzeal Pharmaceuticals Co., Ltd.

website:http://www.lonzeal.com

Contact:+86-13381011962

Address:RM 801, Yue MOMA, No. 26 Anningzhuang Rd. Haidian District, Beijing, China
taicang liyuan chemical co,.ltd

website:http://www.tcliyuanchem.com/productse.php

Contact:86-512-53539583

Address:Room 804,Huaxu Building,No.95,Renmin South Road,Taicang city,Jiangsu Province,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