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

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

Product Name:	1,1-dimethylethyl [[(2,4,6-trimethylphenyl)sulphonyl]oxy]carbamate
Synonyms:	Benzenesulfonic acid,2,4,6-triMethyl-, [(1,1-diMethylethoxy)carbonyl]azanyl ester;1,1-dimethylethyl [[(2,4,6-trimethylphenyl)sulphonyl]oxy]carbamate;N-[[(2,4,6-Trimethylphenyl)sulfonyl]oxy]carbamic acid tert-butyl ester;N-Tert-butoxycarbonyl-O-(mesitylsulfonyl)hydroxylamine;N-BOC-O-(MESITYLSULFONYL)HYDROXYLAMINE;N-Mesitylsulfonyloxy-tert-butylcarbaMat;N-Boc-O-(mesitylsulfonyl)hydroxyamine;[(2-methylpropan-2-yl)oxycarbonylamino] 2,4,6-trimethylbenzenesulfonate
CAS:	36016-39-4
MF:	C14H21NO5S
MW:	315.39
EINECS:	252-837-8
Product Categories:
Mol File:	36016-39-4.mol

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

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 Information

HS Code

2930909899

MSDS Information

1,1-dimethylethyl [[(2,4,6-trimethylphenyl)sulphonyl]oxy]carbamate Usage And Synthesis

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.

1,1-dimethylethyl [[(2,4,6-trimethylphenyl)sulphonyl]oxy]carbamate Preparation Products And Raw materials

Raw materials	tert-Butyl N-hydroxycarbamate-->tert-Butyl carbamate-->Mesitylene-2-sulfonyl chloride
Preparation Products	2,4,6-Trimethylaniline-->O-Mesitylenesulfonylhydroxylamine

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