(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

Product Name: (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one
CAS No.: 76855-69-1
Chemical Name: (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one
Synonyms: 4-AA;4-ACETOXYAZETIDIN-2-ONE;(3R,4R)-4-ACETOXY-3-[(R)-(T-BUTYLDIMETHYLSILYLOXY)ETHYL]-2-AZETIDINONE;(3R,4R)-4-ACETOXY-3-[(R)-1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]AZETIDIN-2-ONE;4-AOSA;(3R<;Azetidon;4AA(AOSA);AOSA (4-AA);4-AA or 4-AOSA
CBNumber: CB0458274
Molecular Formula: C13H25NO4Si
Formula Weight: 287.43
MOL File: 76855-69-1.mol

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(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one Property

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)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 375845
Product name: [3R(1′R,4R)]-(+)-4-Acetoxy-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone
Purity: 98%
Packaging: 1g
Price: $62.4
Updated: 2024/03/01

TCI Chemical

Product number: A1124
Product name: (3R,4R)-4-Acetoxy-3-[(R)-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone
Purity: >98.0%(N)
Packaging: 5g
Price: $258
Updated: 2024/03/01

TCI Chemical

Product number: A1124
Product name: (3R,4R)-4-Acetoxy-3-[(R)-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone
Purity: >98.0%(N)
Packaging: 25g
Price: $931
Updated: 2024/03/01

TRC

Product number: A164500
Product name: (3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone
Packaging: 1g
Price: $65
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA16979
Product name: (3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone
Packaging: 10g
Price: $92.5
Updated: 2021/12/16

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(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one Chemical Properties,Usage,Production

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

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

Preparation Products

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(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one Suppliers

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View Lastest Price from (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one 76855-69-1
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 10000KGS
Release date: 2024-11-14

Xinxiang Hongqi District Houyuan Trading Co.,Ltd

Product: (3S,4R) -4-acetoxy-3 -[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one 76855-69-1
Price: US $30.00-28.00/Kg
Min. Order: 1Kg
Purity: 99.0% up
Supply Ability: 50 tons per month
Release date: 2022-10-07

Xinxiang Hongqi District Houyuan Trading Co.,Ltd

Product: (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one
Price: US $30.00-28.00/Kg
Min. Order: 1Kg
Purity: 99.0% up
Supply Ability: 50 tons per month
Release date: 2022-09-21

76855-69-1, (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-oneRelated Search:

Benzyloxyacetyl chloride N-Methyl-2-pyrrolidone Ethyl formate Ethyl propionate Ethyl acrylate Ethylparaben 2-Butanone oxime Sodium triacetoxyborohydride Ethanol Diethoxydimethylsilane Ethylbenzene Dimethyldimethoxysilane Laurocapram 2-Azetidinone Diltiazem hydrochloride 4-Acetoxystyrene Ethyl acetate T-BUTYLDIMETHYLSILANE

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

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

(3R,4R)-4-ACETOXY-3-[(3R)-TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-2-AZETIDINONE

4-ACETOXYAZETIDINE-2-ONE( 4-AA, ABA, AOSA)

(3S)-4-(4'-Fluorophenyl)-3-eth

（3S,4R）-4-Acetoxy-3-[(R)-1-(tert-butyl

4-AA (INTERMEDIATE OF CARTAPENEM)

4-ACETOXYAZETIDIN-2-ONE (4-AA , 4-ABA OR 4-AOSA)

4-ACETOXYAZETIDIN-2-ONE 4-AA(AOSA)(PENEM INTERMEDIATE )

4-acetoxyazetidin-2-one(4AA)

ACETOXYSILYLOXYAZETIDINONE

(3R,4R)-4-ACETOXY-3-[(R)-1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]AZETIDIN-2-ONE

4-Acetoxysilyloxyazetidinone

[3R(1''R)4R]-4-Acetoxy-3-[1-(tert-butyldimethylsilyloxy)-ethyl]-2-azetidinon

4AA(AOSA)

(2R,3R)-3-(2-(tert-butyldimethylsilyloxy)ethyl)-4-oxoazetidin-2-yl acetate

(2R,3R)-3-((R)-1-(tert-butyldimethylsiloxy)ethyl)-4-oxoazetidin-2-yl acetate

4-AA or 4-AOSA

4-acetoxy-3-[1-(butyldimethylsilyloxy)ethyl]-2-azetidinone

[3R(1R),4R]-4-Acetoxy-3-[1-(tert-butyldimethylsiloxy)ethyl]-2-azetidinone

Carbapenem intermediate: Acetoxyazetidinone

(3R,4R)-4-Acetoxy-3-[(R)-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone

ACETOXYSILYLOXYAZETIDINONE(AOSA)

4- acetoxy azetidone

(3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one AOSA (4-AA)

3R, 4R)-4-acetoxy-3-[(1R)-1-t-butyldimethylsilyloxyethyl]azetidin-2-one

intermediates of Meropenem

(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidinone

AOSA (4-AA)

(3R,4R)-4-Acetoxy-3-[(R)-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone ,98%

(3S,4R)-4-Acetoxy-3-

(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone

3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldiMethylsilyloxy)ethyl]-2-a

3-(1-(ButyldiMethylsilyloxy)ethyl)-4-oxoazetidin-2-yl acetate

(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldiMethylsilyoxy)ethyl]azetidin-2-one

(1'R,3R,4R)-4-Acetoxy-3-(1'-tert-butyldiMethylsilyloxyethyl)-2-azetidinone

(3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldiMethylsiloxy)ethyl]azetidin-2-one

(3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldiMethylsilyloxy)ethyl]azetidinone

[3R-[3α(R*),4β]]-4-(Acetyloxy)-3-[1-[[(1,1-diMethylethyl)diMethylsilyl]oxy]ethyl]-2-azetidinone

(3R,4R)-(+)-4-Acetoxy-3-[1-(R)-(tert-butyldiMethylsilyloxy)ethyl]-2-azetidinone, 98%

(2R,3S)-3-[(1R)-1-[(tert-butyldiMethylsilyl)oxy]ethyl]-4-oxoazetidin-2-yl acetate

4-AA ((2R,3R)-3-((R)-1-(tert-Butyldimethylsilyloxy)ethyl)-4-oxoazetidin-2-yl acetate)

(3S 4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethy