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ChemicalBook >> CAS DataBase List >>(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

(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
Molecular Weight:
287.43
MDL Number:
MFCD00077636
MOL File:
76855-69-1.mol
MSDS File:
SDS
Last updated:2025-01-27 09:38:02

(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one 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)
EWG's Food Scores 1
FDA UNII 75874VBV1X
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
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  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
NFPA 704
1
2 0

(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 375845 [3R(1′R,4R)]-(+)-4-Acetoxy-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone 98% 76855-69-1 1g $62.4 2024-03-01 Buy
TCI Chemical A1124 (3R,4R)-4-Acetoxy-3-[(R)-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone >98.0%(N) 76855-69-1 5g $258 2024-03-01 Buy
TCI Chemical A1124 (3R,4R)-4-Acetoxy-3-[(R)-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone >98.0%(N) 76855-69-1 25g $931 2024-03-01 Buy
TRC A164500 (3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone 76855-69-1 1g $65 2021-12-16 Buy
Biosynth Carbosynth FA16979 (3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone 76855-69-1 10g $92.5 2021-12-16 Buy
Product number Packaging Price Buy
375845 1g $62.4 Buy
A1124 5g $258 Buy
A1124 25g $931 Buy
A164500 1g $65 Buy
FA16979 10g $92.5 Buy

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

Global( 398)Suppliers
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Capot Chemical Co.,Ltd. 		+86-（0）57185586718 +86-13336195806 sales@capot.com China 29730 60
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SIMAGCHEM CORP 		+86-13806087780 sale@simagchem.com China 17365 58

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one pictures 2025-03-03 (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one
76855-69-1
 US $0.00-0.00 / KG 1KG 98.0% 10000KGS Shaanxi Dideu New Materials Co. Ltd
(3S,4R) -4-acetoxy-3 -[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one pictures 2022-10-09 (3S,4R) -4-acetoxy-3 -[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one
76855-69-1
 US $30.00-28.00 / Kg 1Kg 99.0% up 50 tons per month Xinxiang Hongqi District Houyuan Trading Co.,Ltd
(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one pictures 2022-09-22 (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one
US $30.00-28.00 / Kg 1Kg 99.0% up 50 tons per month Xinxiang Hongqi District Houyuan Trading Co.,Ltd
(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)-(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 [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 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) 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) 4- acetoxy azetidone (3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one AOSA (4-AA) (3S 4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethy (1'R,3R,4R)-4-Acetoxy-3-(1'-tert-butyidimethylsilyloxyethyl)-2-azetidinone 4-AA ((2R,3R)-3-((R)-1 2-Azacyclobutone 2-[3-[1-[tert-butyl(dimethyl)silyl]oxyethyl]-4-oxo-2-azetidinyl]acetate