| CAS
NO. |
76855-69-1 |
|
| EINECS
NO. |
408-050-9 |
| FORMULA |
C13H25NO4Si |
| MOL
WT. |
287.43 |
|
H.S.
CODE
|
|
|
TOXICITY
|
|
| SYNONYMS |
4-AOSA;
4-AA; |
| (3R-(3alpha(R'),4beta))-4-(acetyloxy)-3-(1-(((1,1-dimethylethyl)dimethlsilyl)oxy)
ethyl) azetidin-2-one;
(3S,4R)-4-Acetoxy-3-((R)-1-(tert-butyldimethylsilyloxy)ethyl)azetidin-2-one;
(3R,4R)-4-Acetoxy-3-((R)-1-(t-butyldimethylsilyloxy)ethyl)-2-azetidinone;
|
|
DERIVATION |
|
|
CLASSIFICATION
|
|
|
PHYSICAL
AND CHEMICAL PROPERTIES
|
| PHYSICAL
STATE |
white
to yellowish crystalline powder |
| MELTING
POINT |
106
- 110 C
|
| BOILING
POINT |
|
| SPECIFIC
GRAVITY |
1.02 |
| SOLUBILITY
IN WATER |
Insoluble
(soluble in ethanol, ether, toluene and acetonitrile) |
| pH |
|
| VAPOR
DENSITY |
|
|
AUTOIGNITION
|
|
|
NFPA
RATINGS
|
Health:
2 Flammability: 0 Reactivity: 0 |
|
REFRACTIVE
INDEX
|
|
| FLASH
POINT |
|
| STABILITY |
Stable
under ordinary conditions |
|
GENERAL
DESCRIPTION & APPLICATIONS
|
| Azetidine, (oxetane, or thietane) is a heterocyclic
compound of 4-membered ring with nitrogen as its heteroatom
replacing a carbon at one position.
It is a
cyclic amine
containing three carbon atoms and one nitrogen atom. It is a clear liquid
(boiling point 61 - 62 C) with an unpleasant ammonia-like odor. It is found in many pharmaceutical drugs such as Carmantadine, Fluzinamide, Mugineic acid, Azetomycins, Tazadolene, Cefsulodin monobactam,
Dezinamide and Imipenem. Azetidine-2-carboxylic acid (abbreviated Aze) is a homologue of proline, an 4-membered ring structure
alpha-amino acid. It is a toxic non-protein amino acid that is misincorporated into protein in place of
proline; induces nonfunctional heat-shock proteins; inhibits acquired
thermotolerance. Cyclic amine
analogues are aziridine (3-member ring),
pyrrolidine (5-member ring) and
piperidine (6-member ring). And Aromatic analogs are pyrrole
( 5-member ring with
two double bonds), pyrroline (5-member ring with one
double bond) and Azepine ( 7-member ring with
three double bonds).
Acetoxysilyloxyazetidinone
is an intermediate to produce carbapenem family synthetic
beta-lactam antibiotics (ertapenem, imipenem/cilastatin,
meropenem). There are two optically active hydrogen atoms on the lactam ring,
which is the key factor of this molecule structure.
|
| SALES
SPECIFICATION |
|
APPEARANCE
|
white
to yellowish crystalline powder |
|
PURITY
|
98.5%
min
|
|
MELTING
POINT
|
106
- 110 C
|
|
OPTICAL
ROTATION
|
+53° ~ +56°
(C=0.5, toluene) |
|
OPTICAL
PURITY
|
99.0%
min
|
|
WATER
|
0.2%
max
|
|
RELATED
SUBSTANCES
|
0.8%
max
|
| TRANSPORTATION |
| PACKING |
|
| HAZARD
CLASS |
|
| UN
NO. |
|
| PRICES |
|
