| Identification | Back 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 Properties | Back 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 |
| Hazard Information | Back Directory | [Uses]
tert-Butyl (((mesityl)sulfonyl)oxy)carbamate is a useful reagent for the enantioselective aziridination of α,β-unsaturated aldehydes. | [Synthesis]
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. |
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