tert-Butyl (Mesitylsulfonyl)oxycarbaMate
- CAS NO.:36016-39-4
- Empirical Formula: C14H21NO5S
- Molecular Weight: 315.39
- MDL number: MFCD00044463
- EINECS: 252-837-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-04 20:04:50
What is tert-Butyl (Mesitylsulfonyl)oxycarbaMate?
The Uses of tert-Butyl (Mesitylsulfonyl)oxycarbaMate
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.
Properties of tert-Butyl (Mesitylsulfonyl)oxycarbaMate
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 for tert-Butyl (Mesitylsulfonyl)oxycarbaMate
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H301:Acute toxicity,oral H311:Acute toxicity,dermal H331:Acute toxicity,inhalation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P310:Immediately call a POISON CENTER or doctor/physician. P330:Rinse mouth. P361:Remove/Take off immediately all contaminated clothing. P302+P352:IF ON SKIN: wash with plenty of soap and water. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P405:Store locked up. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P501:Dispose of contents/container to..… |
Computed Descriptors for tert-Butyl (Mesitylsulfonyl)oxycarbaMate
tert-Butyl (Mesitylsulfonyl)oxycarbaMate manufacturer
Dextro Organics
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