ChemicalBook--->CAS DataBase List--->76855-69-1

76855-69-1

76855-69-1 Structure

76855-69-1 Structure
IdentificationMore
[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 PropertiesBack 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
[solubility ]

almost transparency in Methanol
[form ]

powder to crystal
[pka]

12.86±0.60(Predicted)
[color ]

White to Almost white
[Optical Rotation]

[α]20/D +51°, c = 1 in chloroform
[Detection Methods]

HPLC
[InChI]

InChI=1S/C13H25NO4Si/c1-8(18-19(6,7)13(3,4)5)10-11(16)14-12(10)17-9(2)15/h8,10,12H,1-7H3,(H,14,16)/t8-,10+,12-/m1/s1
[InChIKey]

GWHDKFODLYVMQG-UBHAPETDSA-N
[SMILES]

N1[C@H](OC(C)=O)[C@@H]([C@H](O[Si](C(C)(C)C)(C)C)C)C1=O
[CAS DataBase Reference]

76855-69-1(CAS DataBase Reference)
[Storage Precautions]

Store under nitrogen;Moisture sensitive
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H317-H319-H411
[Precautionary statements ]

P273-P280-P302+P352-P305+P351+P338
[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
[REACH Registrations]

Active
[HazardClass ]

9
[PackingGroup ]

III
[HS Code ]

29337900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Chronic 2
Eye Irrit. 2
Skin Sens. 1
Raw materials And Preparation ProductsBack Directory
[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
Hazard InformationBack 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.]
Spectrum DetailBack Directory
[Spectrum Detail]

(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one(76855-69-1)MS
(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one(76855-69-1)1HNMR
(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one(76855-69-1)IR1
(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one(76855-69-1)IR2
(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one(76855-69-1)Raman
Well-known Reagent Company Product InformationBack Directory
[TCI AMERICA]

(3R,4R)-4-Acetoxy-3-[(R)-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone,>98.0%(T)(76855-69-1)
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