ChemicalBook--->CAS DataBase List--->36016-39-4

36016-39-4

36016-39-4 Structure

36016-39-4 Structure
IdentificationBack Directory
[Name]

1,1-dimethylethyl [[(2,4,6-trimethylphenyl)sulphonyl]oxy]carbamate
[CAS]

36016-39-4
[Synonyms]

N-Boc-O-(mesitylsulfonyl)hydroxyamine
N-BOC-O-(MESITYLSULFONYL)HYDROXYLAMINE
N-Mesitylsulfonyloxy-tert-butylcarbaMat
tert-Butyl (Mesitylsulfonyl)oxycarbaMate
_x000D_N-Boc-O-(mesitylsulfonyl)hydroxylamine
N-Tert-butoxycarbonyl-O-(mesitylsulfonyl)hydroxylamine
tert-butyl N-[(2,4,6-trimethylbenzenesulfonyl)oxy]carbamate
1,1-dimethylethyl [[(2,4,6-trimethylphenyl)sulphonyl]oxy]carbamate
N-[[(2,4,6-Trimethylphenyl)sulfonyl]oxy]carbamic acid tert-butyl ester
[(2-methylpropan-2-yl)oxycarbonylamino] 2,4,6-trimethylbenzenesulfonate
Benzenesulfonic acid,2,4,6-triMethyl-, [(1,1-diMethylethoxy)carbonyl]azanyl ester
[EINECS(EC#)]

252-837-8
[Molecular Formula]

C14H21NO5S
[MDL Number]

MFCD00044463
[MOL File]

36016-39-4.mol
[Molecular Weight]

315.39
Chemical PropertiesBack Directory
[Melting point ]

104-105.5 °C
[density ]

1.191±0.06 g/cm3(Predicted)
[storage temp. ]

Hygroscopic, Refrigerator, under inert atmosphere
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

White to Off-White
[Stability:]

Hygroscopic
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H311-H331
[Precautionary statements ]

P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501
[HS Code ]

2930909899
Hazard InformationBack Directory
[Uses]

tert-Butyl (((mesityl)sulfonyl)oxy)carbamate is a useful reagent for the enantioselective aziridination of α,β-unsaturated aldehydes.
[Synthesis]

2.png
2-Mesitylenesufonylchloride (2.00 g, 9.17 mmol) was added to a flame dried and argon purged round-bottom flask and dissolved in ether (18 mL), followed by the addition of N-Boc-hydroxylamine (1.47 g, 1100 mmol) The flask was cooled to 0° C and then TEA was added dropwise (1.3 mL). The reaction stirred for 2 hours at 0° C, at which all starting material had been converted as seen by TLC. The TEA-Cl, white solid, was filtered, and washed with ether. The filtrate was concentrated in vacuo, and purified via flash chromatography in 25/75 EtOAc/hexane gradient. Yield was quantitative, 2.16 g, white solid. 
[Purification Methods]

Separation of 1,1-Dimethylethyl (((2,4,6-trimethylphenyl)sulphonyl)oxy)carbamate on Newcrom R1 HPLC column:1,1-Dimethylethyl (((2,4,6-trimethylphenyl)sulphonyl)oxy)carbamate can be analyzed by this reverse phase (RP) HPLC method with simple conditions. The mobile phase contains an acetonitrile (MeCN), water, and phosphoric acid. For Mass-Spec (MS) compatible applications the phosphoric acid needs to be replaced with formic acid. Smaller 3 μm particles columns available for fast UPLC applications. This liquid chromatography method is scalable and can be used for isolation impurities in preparative separation. It also suitable for pharmacokinetics.
Spectrum DetailBack Directory
[Spectrum Detail]

1,1-dimethylethyl [[(2,4,6-trimethylphenyl)sulphonyl]oxy]carbamate(36016-39-4)MS
1,1-dimethylethyl [[(2,4,6-trimethylphenyl)sulphonyl]oxy]carbamate(36016-39-4)IR1
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