2-Azetidinone,4-(ac...

2-Azetidinone,4-(acetyloxy)-3-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-, [3R-[3a(R*),4b]]-
2-Azetidinone,4-(acetyloxy)-3-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-, [3R-[3a(R*),4b]]-
2-Azetidinone,4-(acetyloxy)-3-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-, [3R-[3a(R*),4b]]-
2-Azetidinone,4-(acetyloxy)-3-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-, [3R-[3a(R*),4b]]-

2-Azetidinone,4-(acetyloxy)-3-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-, [3R-[3a(R*),4b]]-

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1 Kilogram

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  • Min.Order :1 Kilogram
  • Purity: 99.9% by HPLC
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Keywords

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

Quick Details

  • Appearance:White crystallization
  • Application:Butyldimethylsilyloxyethylcarboxyet
  • PackAge:25kg/drum
  • ProductionCapacity:10|Metric Ton|Day
  • Storage:
  • Transportation:AIR SEA TRAIN

Superiority:

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 Structure
 
(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

Details:

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
Raw materials Ethanol-->Hydrochloric acid-->Methanol-->Dichloromethane-->Potassium hydroxide-->Acetic anhydride-->Triethylamine-->Palladium-->Acetonitrile-->Hydrogen-->Triethyl orthoformate-->Ethyl acetoacetate-->Sodium hypochlorite-->Oxygen-->tert-Butylamine-->(R)-(+)-1,1'-Bi-2-naphthol-->Benzamide-->tert-Butyldimethylsilyl chloride-->(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl-->1,5-Cyclooctadiene-->(FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE-->Ruthenium(III) chloride-->2-Mercaptothiazoline

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