Meropenem intermediate CAS NO.76855-69-1

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

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 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

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.]