Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate

Alan R Bassindale; Ibrahim Katampe; Peter G Taylor

doi:10.1139/v00-050

Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate

Canadian Journal of Chemistry ◽

10.1139/v00-050 ◽

2000 ◽

Vol 78 (11) ◽

pp. 1479-1483 ◽

Cited By ~ 7

Author(s):

Alan R Bassindale ◽

Ibrahim Katampe ◽

Peter G Taylor

Keyword(s):

Simple Synthesis ◽

Cyclic Sulfates

Reaction of iodosobenzene and trimethylsilyl chlorosulfonate followed by removal of the solvent and trimethylchlorosilane gives phenyliodosulfate. This can be used without further purification to prepare cyclic sulfates from alkenes, including vinylsilanes. Previous results have shown that if the trimethylchlorosilane is not removed, sultones are formed and a possible explanation of this behaviour is given.Key words: silicon, vinylsilanes, cyclic sulfate, phenyliodosulfate.

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ChemInform Abstract: Improved Simple Synthesis of Cyclic Sulfates from Trimethylsilyl Chlorosulfonate.

ChemInform ◽

10.1002/chin.200114146 ◽

2001 ◽

Vol 32 (14) ◽

pp. no-no

Author(s):

Alan R. Bassindale ◽

Ibrahim Katampe ◽

Peter G. Taylor

Keyword(s):

Simple Synthesis ◽

Cyclic Sulfates

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The Diels-Alder Reaction of 2-Ethenyl-1,4-Benzodioxin: A New and Simple Synthesis of Bisaryl Ethers

Synlett ◽

10.1055/s-1989-20343 ◽

1989 ◽

Vol 1989 (01) ◽

pp. 30-32

Author(s):

Thomas V. Lee ◽

Alistair J. Leigh ◽

Christopher B. Chapleo

Keyword(s):

Alder Reaction ◽

Diels Alder ◽

Simple Synthesis ◽

Diels Alder Reaction

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Targeted Delivery of Cabazitaxel by Conjugation to Albumin-PEG-folate Nanoparticles Using a Cysteine-acrylate Linker and Simple Synthesis Conditions

Current Drug Delivery ◽

10.2174/1567201814666161122150302 ◽

2017 ◽

Vol 14 (8) ◽

Cited By ~ 5

Author(s):

Mohammad Kazem Khoeeniha ◽

Mehdi Esfandyari-Manesh ◽

Hossein Behrouz ◽

Mohsen Amini ◽

Behrang Shiri Varnamkhasti ◽

...

Keyword(s):

Targeted Delivery ◽

Simple Synthesis ◽

Synthesis Conditions

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A Simple Synthesis of the Anticancer Drug Altretamine

Letters in Organic Chemistry ◽

10.2174/1570178617666200210111041 ◽

2020 ◽

Vol 17 (8) ◽

pp. 628-630

Author(s):

Vu Binh Duong ◽

Pham Van Hien ◽

Tran Thai Ngoc ◽

Phan Dinh Chau ◽

Tran Khac Vu

Keyword(s):

Aqueous Solution ◽

Anticancer Drug ◽

Potassium Hydroxide ◽

Large Scale ◽

Synthesis Method ◽

Practical Method ◽

Cyanuric Chloride ◽

Simple Synthesis ◽

High Yield ◽

One Step

A simple and practical method for the synthesis on a large scale of altretamine (1), a wellknown antitumor drug, has been successfully developed. The synthesis method involves the conversion of cyanuric chloride (2) into altretamine (1) by dimethylamination of 2 with an aqueous solution of 40% dimethylamine and potassium hydroxide in 1, -dioxan 4in one step to give altretamine (1) in high yield.

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