Efficient synthesis of 1, 2, 4-dithiazolidine-3, 5-diones [dithiasuccinoyl-amines] from bis (chlorocarbonyl) disulfane plus bis (trimethylsilyl) amines

MJ Barany, RP Hammer, RB Merrifield…

Index: Barany, Michael J.; Hammer, Robert P.; Merrifield; Barany, George Journal of the American Chemical Society, 2005 , vol. 127, # 2 p. 508 - 509

Full Text: HTML

Citation Number: 17

Abstract

The 1, 2, 4-dithiazolidine-3, 5-dione heterocycle, also referred to as a dithiasuccinoyl (Dts)- amine, serves as a readily removable amino protecting group for building blocks used in syntheses of peptides, glycopeptides, and PNA; it is also useful as a masked isocyanate and (inversely) as a sulfurization reagent for trivalent phosphorus. Bis (chlorocarbonyl) disulfane, the two-sulfur analogue of succinyl chloride, has been envisioned as a reagent for facile ...

Related Articles:

Synthetic and structural studies on 1, 2, 4-dithiazolidine-3, 5-dione derivatives

[Wood, Mark E.; Cane-Honeysett, Daniel J.; Dowle, Michael D.; Coles, Simon J.; Hursthouse, Michael B. Organic and Biomolecular Chemistry, 2003 , vol. 1, # 17 p. 3015 - 3023]

1, 2, 4-Dithiazolidine-3, 5-dione as an isocyanate equivalent in the Mitsunobu reaction

[Wood, Mark E.; Cane-Honeysett, Daniel J.; Dowle, Michael D. Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 18 p. 2046 - 2047]

… synthesis of 1, 2, 4??dithiazolidine??3, 5??diones (dithiasuccinoyl??amines) and observations on formation of 1, 2, 4??thiadiazolidine??3, 5??diones by related chemistry

[Slomczynska, Urszula; Barany, George Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 241 - 246]

Synthetic and structural studies on 1, 2, 4-dithiazolidine-3, 5-dione derivatives

[Wood, Mark E.; Cane-Honeysett, Daniel J.; Dowle, Michael D.; Coles, Simon J.; Hursthouse, Michael B. Organic and Biomolecular Chemistry, 2003 , vol. 1, # 17 p. 3015 - 3023]

More Articles...