5355-48-6 Usage
Chemical Properties
White Solid
Originator
Novodigal ,Asta Medica
Arzneimittel
Uses
Digoxin derivative, a cardiotonic glycosides
Manufacturing Process
Dried crude product of the partial acetylation of digoxin (42 g) prepared from
digitalis - is dissolved under reflux in acetone (480 ml) and n-hexane (2400
ml) is added to the solution with stirring. Fine crystals, which begin to
separate immediately, are left at room temperature for 5 hours, then they are
filtered with suction, washed with n-hexane and dried in vacuum at 40°C,
yielding 32 g of crude β-acetyldigoxin (product 1). Product 1 (31 g) is
dissolved under reflux in chloroform (500 ml) and toluene (2500 ml) is added
thereto with stirring. The crystals, which separate after standing for 6 hours at
room temperature, are filtered, washed with toluene and ether and dried in
vacuum yielding 29 g of β-acetyldigoxin (product 2). MP: 249°-251°C.
The filtrate, which results from the separation of product 1, is evaparated to
dryness in vacuum. The residue, which mainly contains unreacted digoxin, is
purified by recrystallization from pyridine/ether/water (3.5:5:40) and
repeatedly acetylated. It can then be recycled to produce more β-
acetyldigoxin. The filtrate resulting from the separation of product 2 is
evaporated to dryness. The resulting residue contains the di- and polyacetyl
derivatives of digoxin, which are deacetylated to digoxin in a known manner and later is returned to a further acetylation process and can then be recycled
to produce more β-acetyldigoxin.
Beta-Acetyldigoxin may be prepared from digoxin, acetic acid and
dicyclohexylcarbodiimide using the last one as a condensing agent.
Therapeutic Function
Cardiotonic
Check Digit Verification of cas no
The CAS Registry Mumber 5355-48-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,3,5 and 5 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5355-48:
(6*5)+(5*3)+(4*5)+(3*5)+(2*4)+(1*8)=96
96 % 10 = 6
So 5355-48-6 is a valid CAS Registry Number.
5355-48-6Relevant articles and documents
Catalyst recognition of cis-1,2-diols enables site-selective functionalization of complex molecules
Sun, Xixi,Lee, Hyelee,Lee, Sunggi,Tan, Kian L.
, p. 790 - 795 (2013/09/23)
Carbohydrates and natural products serve essential roles in nature, and also provide core scaffolds for pharmaceutical agents and vaccines. However, the inherent complexity of these molecules imposes significant synthetic hurdles for their selective functionalization and derivatization. Nature has, in part, addressed these issues by employing enzymes that are able to orient and activate substrates within a chiral pocket, which increases dramatically both the rate and selectivity of organic transformations. In this article we show that similar proximity effects can be utilized in the context of synthetic catalysts to achieve general and predictable site-selective functionalization of complex molecules. Unlike enzymes, our catalysts apply a single reversible covalent bond to recognize and bind to specific functional group displays within substrates. By combining this unique binding selectivity and asymmetric catalysis, we are able to modify the less reactive axial positions within monosaccharides and natural products.
