ChemicalBook CAS DataBase List (S)-Lansoprazole

(S)-Lansoprazole synthesis

6synthesis methods

Product Name:(S)-Lansoprazole
CAS Number:138530-95-7
Molecular formula:C16H14F3N3O2S
Molecular Weight:369.36

103577-40-8 Synthesis

2-[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methylthio-1H-benzimidazole

103577-40-8
374 suppliers
$7.00/250mg

138530-94-6
298 suppliers
$25.00/10mg

138530-95-7
79 suppliers
$29.00/100mg

Yield: 67.3%

Reaction Conditions:

Stage #1:lansoprazole sulfide with D-tartaric acid monophenyl ester benzylamine in water;toluene at 60; for 0.5 h;
Stage #2: with titanium(IV) isopropylate in water;toluene for 1 h;Further stages;Reagent/catalyst;

Steps:

2 example 2
The lansoprazole sit sulfide precursor 3. 53g And monobenzyl tartrate monobenzamide (2.0 g) were mixed,35 ml of toluene was added,Heated to 60 ° C,To be dissolved raw materials,Add H200. 03ml,Reaction 30min,0.18 g of titanium isopropoxide,Continue to react lh,Cooled to 20 ° C, 0.80 ml of diisopropylethylamine was added,Reaction 30min, the ice bath to 0 ° C, and temperature control at 0 ~ 5 ° C by adding 80% CHP 6. 0ml,The reaction was carried out at 0-5 ° C for 5 h.After completion of the reaction, 10 ml of 30% Na2S203 was added,(V = 1: 1), dropwise add 33ml heptane, precipitation of white solid, stirring lh, suction filtration. The filter cake was washed with 8 ml of toluene-methyl t-butyl ether (V = 1: 4) and dried to give 2.51 g of the desired product as a white solid. The yield was 68.1%, and the enantiomeric excess 99. 7%.

References:

Tianjin GreenPine Pharma Co., Ltd.;chen, zaikuan;Zheng, Linhai;SUN, Tie-min CN105218391, 2016, A Location in patent:Paragraph 0177-0184

103577-40-8 Synthesis

103577-40-8
374 suppliers
$7.00/250mg

138530-95-7
79 suppliers
$29.00/100mg

References