90776-58-2 (3S,4S)-4-[(R)-1-carboxyethyl]-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-2-azetidinone AKSci K799
 
 
Loading Please Wait...
  K799    
(3S,4S)-4-[(R)-1-carboxyethyl]-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-2-azetidinone
, 98%
 



IDENTITY
CAS Number:90776-58-2
MDL Number:MFCD00272297
MF:C14H27NO4Si
MW:301.45
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:98%
Physical Form:White to off-white crystalline powder
Melting Point:146-155°C
Optical Rotation:-30.5° - -34° (c=1, MeOH)
Long-Term Storage:Store long-term at 2-8°C
HAZARDOUS MATERIALS INFORMATION
Not hazardous material

REVIEW

 (3S,4S)-4-[(R)-1-carboxyethyl]-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-2-azetidinone is a key intermediate toward the side chain of imipenem, a carbopenem antibiotic.

REFERENCES
[1]Shibata, Tomoyuki; Iino, Kimio; Tanaka, Teruo; Hashimoto, Toshihiko; Kameyama, Yukiko; Sugimura, Yukio Synthetic study of 1-substituted carbapenem antibiotics. Tetrahedron Letters (1985), 26(39), 4739-4742.
[2] Fuentes, Lelia M.; Shinkai, I.; Salzmann, T. N. Lewis acid mediated condensation of chiral imide enolates. A general approach to the synthesis of chiral carbapenem precursors Journal of the American Chemical Society (1986), 108(15), 4675-6.
[3] Iimori, Takamasa; Shibasaki, Masakatsu Simple, stereocontrolled synthesis of 1beta-methylcarbapenem antibiotics from 3(R)-hydroxybutyric acid Tetrahedron Letters (1986), 27(19), 2149-52.

GHS

Pictograms

Signal Word
None

Hazard Statements
None

Precautionary Statements
Not available


Current as of April 19, 2021


Download SDS

For research use only. Not for diagnostic or therapeutic use. Not for human use. AK Scientific, Inc. does not sell to individuals. If you are a first-time customer, please email for review at least two official business documents issued by your local jurisdiction, state/province, or country.


CATEGORIES

 APIs and Bioactives > Carbapenems, beta-Lactams


PubChem