Identification | More | [Name]
(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one | [CAS]
76855-69-1 | [Synonyms]
(2R,3R)-3-[(R)-1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-4-OXOAZETIDIN-2-YLACETATE [3R(1'R,4R)]-(+)-4-ACETOXY-3-[1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-2-AZETIDINONE (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 (3s,4r)-4-acetoxy-3-[(r)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one 4-AA 4-AOSA (3R,4R)-4-acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone 2-Azetidinone, 4-(acetyloxy)-3-[(1R)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-, (3R,4R)- acetoxyazetidinone (3S,4R)-4-acetoxy-3-[-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one (R R(R))-4-ACETOXY-3-(1-TBDMS-OXY)- (3R(1'R,4R))-(+)-4-ACETOXY-3-(1-(T-BUTYL DI-METHYLSILYLOXY)ETH)-2-AZETIDINONE,98 4-ACETOXYAZETIDIN-2-ONE [3R(1′R,4R)]-(+)-4-Acetoxy-3-[1-(tert-butyldimeth ACETOXYSILYLOXYAZETIDINONE(AOSA) (3R,4R)-4-ACETOXY-3-[(3R)-TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-2-AZETIDINONE 4-ACETOXYAZETIDINE-2-ONE( 4-AA, ABA, AOSA) | [EINECS(EC#)]
408-050-9 | [Molecular Formula]
C13H25NO4Si | [MDL Number]
MFCD00077636 | [Molecular Weight]
287.43 | [MOL File]
76855-69-1.mol |
Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [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 | [pka]
12.86±0.60(Predicted) | [optical activity]
[α]20/D +51°, c = 1 in chloroform | [Detection Methods]
HPLC | [InChIKey]
GWHDKFODLYVMQG-UBHAPETDSA-N | [CAS DataBase Reference]
76855-69-1(CAS DataBase Reference) | [Storage Precautions]
Store under nitrogen;Moisture sensitive |
Safety Data | Back Directory | [Hazard Codes ]
Xi,N | [Risk Statements ]
R36:Irritating to the eyes. R43:May cause sensitization by skin contact. R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S24:Avoid contact with skin . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S37:Wear suitable gloves . S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 9/PG 3
| [WGK Germany ]
2
| [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
29337900 |
Hazard Information | Back Directory | [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.] |
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