(S)-Lansoprazole synthesis
- Product Name:(S)-Lansoprazole
- CAS Number:138530-95-7
- Molecular formula:C16H14F3N3O2S
- Molecular Weight:369.36
![2-[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methylthio-1H-benzimidazole](/CAS/GIF/103577-40-8.gif)
103577-40-8
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138530-94-6
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138530-95-7
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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
380 suppliers
$7.00/250mg
138530-95-7
97 suppliers
$29.00/100mg
![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
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138530-95-7
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$29.00/100mg
103577-45-3
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$7.00/1g
138530-94-6
330 suppliers
$25.00/10mg
138530-95-7
97 suppliers
$29.00/100mg
103577-45-3
891 suppliers
$7.00/1g
138530-95-7
97 suppliers
$29.00/100mg