(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one
- CAS NO.：76855-69-1
- Empirical Formula: C13H25NO4Si
- Molecular Weight: 287.43
- MDL number: MFCD00077636
- EINECS: 408-050-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-14 14:09:35
![(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one Structural](https://img.chemicalbook.in/CAS/GIF/76855-69-1.gif)
What is (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one?
Chemical properties
white to light yellow crystal powde
The Uses of (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one
(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one is an acetoxyazetidinone derivative used as an intermediate in the preparation of carbapenem antibiotics.
Purification Methods
Purify it by chromatography on silica gel (3 x 14cm) for 50g of ester using 20% EtOAc in n-hexane. The eluate is evaporated, and the residue is recrystallised from hexane (white fluffy crystals). [Leanza et al. Tetrahedron 39 2505 1983.]
Properties of (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one
| Melting point: | 107-109 °C(lit.) |
| Boiling point: | 358.3±27.0 °C(Predicted) |
| alpha | 51 º (c=1, chloroform) |
| Density | 1.03±0.1 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | almost transparency in Methanol |
| form | powder to crystal |
| pka | 12.86±0.60(Predicted) |
| color | White to Almost white |
| optical activity | [α]20/D +51°, c = 1 in chloroform |
| CAS DataBase Reference | 76855-69-1(CAS DataBase Reference) |
Safety information for (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07  Environment GHS09 |
| GHS Hazard Statements |
H317:Sensitisation, Skin H319:Serious eye damage/eye irritation H411:Hazardous to the aquatic environment, long-term hazard |
| Precautionary Statement Codes |
P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one
| InChIKey | GWHDKFODLYVMQG-UBHAPETDSA-N |
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