ChemicalBook--->CAS DataBase List--->410529-86-1

410529-86-1

410529-86-1 Structure

410529-86-1 Structure
IdentificationBack Directory
[Name]

tert-Butyl ((diphenylphosphoryl)-methyl)sulfonylcarbamate
[CAS]

410529-86-1
[Synonyms]

Tert-butyl N-(diphenylphosphorylmethylsulfonyl)carbamate
tert-Butyl ((diphenylphosphoryl)-methyl)sulfonylcarbamate
Carbamic acid, N-[[(diphenylphosphinyl)methyl]sulfonyl]-, 1,1-dimethylethyl ester
[Molecular Formula]

C18H22NO5PS
[MDL Number]

MFCD17676740
[MOL File]

410529-86-1.mol
[Molecular Weight]

395.41
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C
Hazard InformationBack Directory
[Synthesis]

Carbamic acid, (methylsulfonyl)-, 1,1-dimethylethyl ester (9CI)

147751-16-4

Diphenylphosphinic Chloride

1499-21-4

tert-Butyl ((diphenylphosphoryl)-methyl)sulfonylcarbamate

410529-86-1

At -78 °C, tert-butyl N-methylsulfonylcarbamate (2 g, 10 mmol) was dissolved in THF (25 mL) and LDA (2 M solution of THF, 15.4 mL, 30.7 mmol) was added slowly. After addition, the reaction was maintained at -78 °C with stirring for 10 min. Subsequently, diphenylphosphinic chloride (2.42 g, 10.2 mmol) was added dropwise and the reaction was continued at -78 °C for 90 min. Upon completion of the reaction, the reaction was quenched by the addition of water (100 mL) and the reaction mixture was diluted with ethyl acetate (250 mL). The pH of the aqueous layer was adjusted to 5 with 5% aqueous HCl, at which time a white precipitate was produced. The precipitate was collected by filtration and the resulting solid was dried under vacuum to give tert-butyl ((diphenylphosphino)methyl)sulfonylcarbamate (2.9 g, 72% yield) as a final white solid.

[References]

[1] Synthesis, 2003, # 15, p. 2321 - 2324
[2] Patent: WO2011/28741, 2011, A1. Location in patent: Page/Page column 331
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