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HomeProduct name listtert-Butyl (Mesitylsulfonyl)oxycarbaMate

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
tert-Butyl (Mesitylsulfonyl)oxycarbaMate Structural

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.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.

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)
ghs
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

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