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HomeProduct name list1-(Diphenylmethyl)-3-azetidinyl methanesulfonate

1-(Diphenylmethyl)-3-azetidinyl methanesulfonate

  • CAS NO.:33301-41-6
  • Empirical Formula: C17H19NO3S
  • Molecular Weight: 317.4
  • MDL number: MFCD00159216
  • EINECS: 608-857-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-05-17 13:48:25
1-(Diphenylmethyl)-3-azetidinyl methanesulfonate Structural

What is 1-(Diphenylmethyl)-3-azetidinyl methanesulfonate?

Chemical properties

White Crystalline Solid

The Uses of 1-(Diphenylmethyl)-3-azetidinyl methanesulfonate

A proline analog and proline formation inhibitor

Synthesis

Preparation procedure of 1-(Diphenylmethyl)-3-azetidinyl methanesulfonate: To a reaction flask was charged 632 g (2.64 mol) of 1-benzhydrylazetidin- 3-ol, acetonitrile (1.9 L), and triethylamine (601 g, 1.5 equiv). The mixture was cooled in an ice-acetone bath (-5 °C). Methanesulfonyl chloride (436 g, 1.20 equiv) was added via a drop funnel while keeping the reaction temperature at less than5 °C. HPLC showed reaction completion after 15 min. Water (6.3 L) was added, and the reaction mixture was stirred for 2 h at room temperature and filtered. The filter cake was rinsed with water (2 x 1 L), pulled dry under vacuum, and directly subjected to the amination reaction in the next step. Yield 100%.
1-(Diphenylmethyl)-3-azetidinyl methanesulfonate synthesis

Properties of 1-(Diphenylmethyl)-3-azetidinyl methanesulfonate

Melting point: 111-112°C
Boiling point: 459.9±34.0 °C(Predicted)
Density  1.28±0.1 g/cm3(Predicted)
storage temp.  Sealed in dry,Room Temperature
solubility  Dichloromethane, Ether, Ethyl Acetate, Methanol
form  Solid
pka 5.67±0.10(Predicted)
color  White
InChI InChI=1S/C17H19NO3S/c1-22(19,20)21-16-12-18(13-16)17(14-8-4-2-5-9-14)15-10-6-3-7-11-15/h2-11,16-17H,12-13H2,1H3
CAS DataBase Reference 33301-41-6(CAS DataBase Reference)

Safety information for 1-(Diphenylmethyl)-3-azetidinyl methanesulfonate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for 1-(Diphenylmethyl)-3-azetidinyl methanesulfonate

InChIKey MSVZMUILYMLJCF-UHFFFAOYSA-N
SMILES N1(C(C2=CC=CC=C2)C2=CC=CC=C2)CC(OS(C)(=O)=O)C1

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