2-Azetidinone,4-(acetyloxy)-3-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-, [3R-[3a(R*),4b]]- 4AA (3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsiloxy)ethyl]azetidin-2-one
Product Name: | (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one |
Synonyms: | 4-AA;(3s,4r)-4-acetoxy-3-[(r)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one;(3R,4R)-(+)-4-ACETOXY-3-[(R)-(T-BUTYLDIMETHYLSILYLOXY)ETHYL]-2-AZETIDINONE;(3R,4R)-4-ACETOXY-3-[(R)-(T-BUTYLDIMETHYLSILYLOXY)ETHYL]-2-AZETIDINONE;(3R,4R)-4-ACETOXY-3-[(R)-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-2-AZETIDINONE;(3R,4R)-4-(ACETYLOXY)-3-[(1R)-1-[[(1,1-DIMETHYLETHYL)DIMETHYLSILYL]OXY]ETHYL]-2-AZETIDINONE;[3R(1'R,4R)]-(+)-4-ACETOXY-3-[1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-2-AZETIDINONE;(2R,3R)-3-[(R)-1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-4-OXOAZETIDIN-2-YLACETATE |
CAS: | 76855-69-1 |
MF: | C13H25NO4Si |
MW: | 287.43 |
EINECS: | 408-050-9 |
Product Categories: | Aliphatics;Intermediates & Fine Chemicals;Amides (Chiral);Azetidines;Chiral Building Blocks;Pharmaceuticals;Monoalkoxysilanes;Si (Classes of Silicon Compounds);Simple 4-Membered Ring Compounds;Si-O Compounds;Synthetic Organic Chemistry;Chiral Building Blocks;Lactams;Organic Building Blocks;(intermediate of imipenem);Chiral Compound |
Mol File: | 76855-69-1.mol |
(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one Chemical Properties |
Melting point | 107-109 °C(lit.) |
alpha | 51 º (c=1, chloroform) |
Boiling point | 358.3±27.0 °C(Predicted) |
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 |
InChIKey | GWHDKFODLYVMQG-UBHAPETDSA-N |
CAS DataBase Reference | 76855-69-1(CAS DataBase Reference) |
Safety Information |
Hazard Codes | Xi,N |
Risk Statements | 36-43-51/53 |
Safety Statements | 24-26-37-61 |
RIDADR | UN 3077 9/PG 3 |
WGK Germany | 2 |
HazardClass | 9 |
PackingGroup | III |
HS Code | 29337900 |
Chemical Properties | white to light yellow crystal powde |
Uses | (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.] |
(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one Preparation Products And Raw materials |
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