15088-78-5Relevant articles and documents
Synthesis of antisense oligonucleotides: Replacement of 3H-1,2-benzodithiol-3-one 1,1-dioxide (Beaucage reagent) with phenylacetyl disulfide (PADS) as efficient sulfurization reagent: From bench to bulk manufacture of active pharmaceutical ingredient
Cheruvallath, Zacharia S.,Carty, Recaldo L.,Moore, Max N.,Capaldi, Daniel C.,Krotz, Achim H.,Wheeler, Patrick D.,Turney, Brett J.,Craig, Stephen R.,Gaus, Hans J.,Scozzari, Anthony N.,Cole, Douglas L.,Ravikumar, Vasulinga T.
, p. 199 - 204 (2000)
It is demonstrated that phosphorothioate oligodeoxyribonucleotides can be synthesized on scales from 1 μmol to 150 mmol using phenylacetyl disulfide (PADS) as an efficient and economical replacement for Beaucage reagent. A 0.2 M solution of PADS in a mixt
Diacyl disulfides as the precursors for hydrogen persulfide (H2S2)
Parent, Zoel,Wang, Yingying,Xian, Ming,Xu, Shi
, (2020)
While hydrogen polysulfides (H2Sn, n ≥ 2) are believed to play regulatory roles in biology, their fundamental chemistry and reactivity are still poorly understood. Compounds that can produce H2Sn are useful tool
Diacyl Disulfide: A Reagent for Chemoselective Acylation of Phenols Enabled by 4-(N,N-Dimethylamino)pyridine Catalysis
Liu, Hong-Xin,Dang, Ya-Qian,Yuan, Yun-Fei,Xu, Zhi-Fang,Qiu, Sheng-Xiang,Tan, Hai-Bo
supporting information, p. 5584 - 5587 (2016/11/17)
A general and excellent acylation reagent, diacyl disulfide, was uncovered for efficient ester formation enabled by DMAP (4-(N,N-dimethylamino)pyridine) catalysis. This protocol offered a promising synthetic platform on site-selective acylation of phenolic and primary aliphatic hydroxyl groups, which greatly expanded the realm of protecting group chemistry. The importance of the reagent was also reflected by its excellent moisture tolerance, high efficiency, and potential in synthetic chemistry and biologically meaningful natural product modification.
A facile method for the synthesis of diacyl disulfides
Jia, Xue-Shun,Liu, Xiao-Tao,Li, Qing,Huang, Qing,Kong, Ling-Long
, p. 547 - 548 (2007/10/03)
A facile method for the synthesis of diacyl disulfides is reported. Sulfur is reduced with samarium diiodide at room temperature to give samarium disulfides, which react with acyl chlorides in the presence of HMPA to afford the corresponding diacyl disulfides in high yields.
Synthesis of diacyl disulfides using a polymer supported reagent
Tamami,Kiasat
, p. 1275 - 1280 (2007/10/03)
Various diacyl disulfides are prepared easily in high yields from the corresponding acid chlorides under mild and non-aqueous conditions using a polymer supported reagent obtained from elemental sulfur and Amberlyst (OH)- . The polymeric reagent is regenerable.
A study on the use of phenylacetyl disulfide in the solid-phase synthesis of oligodeoxynucleoside phosphorothioates
Roelen, H. C. P. F.,Kamer, P. C. J.,Elst, H. van den,Marel, G. A. van der,Boom, J. H. van
, p. 325 - 331 (2007/10/02)
Sulfurization of protected internucleosidic phosphite triesters can be conveniently executed with the easily accessible reagent, phenylacetyl disulfide (1).High-quality oligodeoxynucleotides containi