ChemicalBook CAS DataBase List Tadalafil

Tadalafil synthesis

6synthesis methods

Product Name:Tadalafil
CAS Number:171596-29-5
Molecular formula:C22H19N3O4
Molecular Weight:389.4

D-(-)-Tryptophan methyl ester (175) and 1,3- benzodioxole-5-carboxaldehyde (176) were subjected to a modified Pictet-Spengler reaction to form cis- and transtetrahydro- β-carboline tricyclic compounds. The ciscompound 177 was isolated as a white solid in 42% yield. The basic nitrogen in the piperidine ring of 177 was acylated with chloroacetyl chloride (179) to give compound 180 in 93% yield. Finally, the diketonepiperazine ring was formed by adding 180 to 33% methylamine in ethanol under refluxing conditions and yielded tadalafil (XXII) in 77% as a white solid.

74-89-5 Synthesis

74-89-5
0 suppliers
$13.44/25ML

171489-59-1 Synthesis

171489-59-1
299 suppliers
$7.00/1g

171596-29-5
1070 suppliers
$10.00/1g

Yield:171596-29-5 95.3%

Reaction Conditions:

in methanol; for 3 h;Reflux;Large scale;

Steps:

20-21 Synthesis of Tadalafil

Add Intermediate 3 (20kg, 47mol), 30% methylamine methanol solution (25kg, 235mol), 140L of methanol was added to the reactor, Heat and stir to reflux, keep the reaction for 3h, After the reaction was detected by HPLC, it was cooled down to room temperature, centrifuged and washed with a small amount of methanol. The product was dried to obtain 17.3 kg of a white solid with a yield of 95.3% and a purity of 99.3%.

References:

CN110437228,2019,A Location in patent:Paragraph 0083-0088

120-57-0 Synthesis

120-57-0
0 suppliers
$26.35/25g

2,5-Piperazinedione, 3-(1H-indol-3-ylmethyl)-1-methyl-, (3R)-

1422164-53-1
5 suppliers
inquiry

171596-29-5
1070 suppliers
$10.00/1g

References

951661-82-8
37 suppliers
inquiry

79-04-9 Synthesis

79-04-9
374 suppliers
$12.00/5g

171596-29-5
1070 suppliers
$10.00/1g

References

171489-59-1 Synthesis

171489-59-1
299 suppliers
$7.00/1g

171596-29-5
1070 suppliers
$10.00/1g

References

1H-Pyrido[3,4-b]indole-3-carboxylic acid, 1-(1,3-benzodioxol-5-yl)-2-[[[(9H-fluoren-9-ylmethoxy)carbonyl]methylamino]acetyl]-2,3,4,9-tetrahydro-, methyl ester, (1R,3R)- (9CI)

749864-18-4
0 suppliers
inquiry

171596-29-5
1070 suppliers
$10.00/1g

References

Tadalafil Related Search:

Potassium hydride Hydrocortisone Methylparaben Methyl acetate Methyl salicylate D-Tryptophan L-Tryptophan cis-Tadalafil Taladafil impurity Chloropretadalafil

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Tadalafil synthesis

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