Selective Preparation of β-Monoesters of Mercaptosuccinic Acid with Acid or Base Labile Sulfur Protecting Groups and Esters

Autor:	Ananthachari Srinivasan, David S. Jones, Jeffrey S. Nelson, L. M. Gustavson
Rok vydání:	1991
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Base (chemistry) Organic Chemistry Thiol chemistry.chemical_element Hemithioacetal Organic chemistry Alkylation Sulfur Mercaptoacetic acid
Zdroj:	Synthetic Communications. 21:249-263
ISSN:	1532-2432 0039-7911
DOI:	10.1080/00397919108020819
Popis:	Sulfur protected mercaptosuccinic acid β-monoesters were prepared by two complimentary methods. Alkylation of enolates of hemithioacetal protected mercaptoacetic acid with t-butyl bromoacetate directly provides the base stable t-butyl esters 2a and 2b. Alternatively, protection of the α-carboxylate and thiol as an oxathiolone permits the preparation of the base labile S-acyl protected mercaptosuccinic acid esters 2c and 2d.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::60a13e5e967f5ad3c286e36aaad8c111 https://doi.org/10.1080/00397919108020819 Zobrazit plný text záznamu