156586-91-3 Usage
Originator
Complamin,Doetsch Grether AG
Manufacturing Process
4-Aminobenzamidine dihydrochloride (25.0 g, 120 mmol), was added to dry
DMF (100 ml). To this solution dry pyridine (100 ml) and succinic anhydride
(12.0 g, 120 mmol) followed by dimethylaminopyridine (DMAP 1.5 g 0.012
mmol) were added. The product precipitated after heating for 0.5 h at 100°C,
then was filtered, washed with water, acetonitrile and ether. The light solid
was suspended in dioxane, 4 N HCl in dioxane (100 ml) was added and the
suspension was stirred for 1 h, filtered and dried in a desiccator to give 28.0
g, 88% of 4-[[4-(aminoiminomethyl)phenyl]amino]-4-oxo-butanoic acid
hydrochloride as a white yellow solid, melting point 270-290°C (dec.).4-[[4-(Aminoiminomethyl)phenyl]amino]-4-oxo-butanoic acid hydrochloride
was added to dry DMF followed by N-methylmorpholine and isobutyl
chloroformate at 25°C. The mixture was stirred for 5 min. Ethyl 3-amino-4-
pentynoate was added followed by di-iso-propylethylamine and a catalytic
amount of dimethylaminopyridine. After 1 h, the solvent was removed under
reduced pressure and the product was purified by reverse phase
chromatography (0.05% TFA water/acetonitrile) and lyophilized to give ethyl
3-[[4-[[4-(aminoiminomethyl)phenyl]amino]-1,4-dioxobutyl]amino]-4-
pentynoate.By division of stereo-isomers of the ethyl 3-[[4-[[4-(aminoiminomethyl)
phenyl]amino]-1,4-dioxobutyl]amino]-4-pentynoate on column
chromatography the ethyl (3S)-3-[[4-[[4-(aminoiminomethyl)phenyl]amino]-
1,4-dioxobutyl]amino]-4-pentynoate may be obtained.
Check Digit Verification of cas no
The CAS Registry Mumber 156586-91-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,6,5,8 and 6 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 156586-91:
(8*1)+(7*5)+(6*6)+(5*5)+(4*8)+(3*6)+(2*9)+(1*1)=173
173 % 10 = 3
So 156586-91-3 is a valid CAS Registry Number.
156586-91-3Relevant articles and documents
A synthesis of the platelet aggregation inhibitor xemilofiban from L- aspartic acid. Confirmation of the absolute configuration
Boys
, p. 3449 - 3450 (1998)
A synthesis of xemilofiban (SC-54684A) from L-aspartic acid has been achieved in an overall yield of 18%, and the absolute configuration has been confirmed.